Name: 719-98-2|N-(Trifluoromethylthio)phthalimide|98%
Brand: Ambeed
SKU: A442652
Price: 14.0 USD
Availability: InStock
Rating: 98 (26 reviews)

1
[ 3481-09-2 ]
[ 3872-23-9 ]
[ 719-98-2 ]

Reference： [1]Angewandte Chemie - International Edition,2014,vol. 53,p. 1650 - 1653
Angew. Chem.,2014,vol. 126,p. 1676 - 1679,4
[2]Chemistry - A European Journal,2014,vol. 20,p. 17315 - 17318

2
[ 78593-40-5 ]
[ 719-98-2 ]
[ 1606141-22-3 ]

Reference： [1]Angewandte Chemie - International Edition,2014,vol. 53,p. 1650 - 1653
Angew. Chem.,2014,vol. 126,p. 1676 - 1679,4

3
[ 3481-09-2 ]
[ 811-68-7 ]
[ 719-98-2 ]

Yield	Reaction Conditions	Operation in experiment
89%	In acetonitrile; at 20℃; for 3h;Inert atmosphere;	AgSCF3 (1.3 eq, 2.4 mmol, 500 mg) was added to a solution of <strong>[3481-09-2]N-chlorophthalimide</strong>(1 eq, 1.8 mmol, 330 mg) in CH3CN (8 mL) under N2 atmosphere. The mixture was stirred for 3 h at RT, then the solvent was removed by rotary evaporation. The crude obtained was dissolved in DCM, filtered through a celite pad and the solvent was removed by rotary evaporation to give a white solid. Yield: 0.40 g, 89%.1H NMR (300 MHz, CDCl3): delta 8.01 (dd, 2H, J = 6 Hz, J = 3 Hz),7.88 (dd, 2H, J =6 Hz, J = 3 Hz) ppm. 19F NMR (CDCl3): delta -49.32 (s,3F) ppm. 13C NMR (CDCl3): delta 165.7, 135.4, 131.4, 127.9 (q,J = 322.5 Hz), 124.7 ppm.

Reference： [1]Catalysis Today,2018,vol. 308,p. 94 - 101
[2]Organic Letters,2014,vol. 16,p. 2046 - 2049

4
[ 719-98-2 ]
[ 615288-78-3 ]
N-(3-ethynylbenzyl) trifluoromethanesulfenamide [ No CAS ]

Reference： [1]Chemistry - A European Journal,2014,vol. 20,p. 17315 - 17318

5
[ 719-98-2 ]
[ 2885-00-9 ]
1-(trifluoromethyl)-2-octadecyldisulfane [ No CAS ]

Reference： [1]Chemistry - A European Journal,2014,vol. 20,p. 17315 - 17318

6
[ 2386-25-6 ]
[ 719-98-2 ]
1-(2,4-dimethyl-5-((trifluoromethyl)thio)-1H-pyrrol-3-yl)ethanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
94%	With sodium chloride In N,N-dimethyl-formamide at 90℃; for 14h; Inert atmosphere; Schlenk technique;

Reference： [1]Honeker, Roman; Ernst, Johannes B.; Glorius, Frank [Chemistry - A European Journal, 2015, vol. 21, # 22, p. 8047 - 8051]

7
[ 16136-52-0 ]
[ 719-98-2 ]
3-((trifluoromethyl)thio)-1H-indole-4-carbonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
87%	With sodium chloride In N,N-dimethyl-formamide at 90℃; for 24h; Inert atmosphere; Schlenk technique;

Reference： [1]Honeker, Roman; Ernst, Johannes B.; Glorius, Frank [Chemistry - A European Journal, 2015, vol. 21, # 22, p. 8047 - 8051]

8
[ 719-98-2 ]
[ 93247-78-0 ]
3-trifluoromethylsulfanyl-7,1H-indolecarboxylic acid methyl ester [ No CAS ]

Reference： [1]Chemistry - A European Journal,2015,vol. 21,p. 8047 - 8051

9
[ 5145-71-1 ]
[ 719-98-2 ]
1-(4-methoxyphenyl)-2-((trifluoromethyl)thio)pyrrole [ No CAS ]

Reference： [1]Chemistry - A European Journal,2015,vol. 21,p. 8047 - 8051

10
[ 719-98-2 ]
[ 768-03-6 ]
2-(3-oxo-3-phenyl-2-((trifluoromethyl)thio)propyl)isoindoline-1,3-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%	With 1,4-diaza-bicyclo[2.2.2]octane; In acetonitrile; at 20.0℃; for 40.0h;	N- trifluoromethylthio phthalimide (55.6mg, 0.225mmol), 1- phenyl-2-propenyl-1-one (19.8mg, 0.15mmol), 1,4- diaza the mixture bicyclo [2.2.2] octane (DBACO) (8.75mg, 0.075 mmol) and acetonitrile (0.45 mL) was stirred at room temperature for 40 hours.Concentrated under reduced pressure, column chromatography to obtain the product 2- (3-oxo - phenyl-2- (trifluoromethylthio) propyl) isoindoline-1,3-dione, isolated in 75% yield.

Reference： [1]Organic Letters,2015,vol. 17,p. 6090 - 6093
[2]Patent: CN105523988,2016,A .Location in patent: Paragraph 0045; 0046; 0047; 0048; 0049; 0050

11
[ 7315-32-4 ]
[ 719-98-2 ]
5-(2-((trifluoromethyl)thio)vinyl)benzo[d][1,3]dioxole [ No CAS ]
5-(2-((trifluoromethyl)thio)vinyl)benzo[d][1,3]dioxole [ No CAS ]

Reference： [1]Chemistry - A European Journal,2016,vol. 22,p. 4395 - 4399

12
[ 719-98-2 ]
[ 5451-55-8 ]
1-[(trifluoromethyl)thio]-4-(tert-butyl)cyclohexane [ No CAS ]
1-[(trifluoromethyl)thio]-4-(tert-butyl)cyclohexane [ No CAS ]

Reference： [1]Chemistry - A European Journal,2016,vol. 22,p. 4753 - 4756

13
[ 719-98-2 ]
[ 147636-36-0 ]
[ 1624333-45-4 ]

Reference： [1]Chemistry - A European Journal,2016,vol. 22,p. 4753 - 4756

14
[ 719-98-2 ]
[ 2012-74-0 ]
(1-(4-chlorophenyl)-2-methylpropyl)(trifluoromethyl)sulfane [ No CAS ]

Reference： [1]Chemistry - A European Journal,2016,vol. 22,p. 4753 - 4756

15
[ 719-98-2 ]
[ 94-46-2 ]
3-methyl-3-((trifluoromethyl)thio)butyl benzoate [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2016,vol. 138,p. 16200 - 16203

16
[ 719-98-2 ]
[ 6790-58-5 ]
(3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyl-2-((trifluoromethyl)thio)dodecahydronaphtho[2,1-b]furan [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2016,vol. 138,p. 16200 - 16203

17
[ 2439-85-2 ]
tetramethylammonium trifluoromethanethiolate [ No CAS ]
[ 719-98-2 ]

Reference： [1]Advanced Synthesis and Catalysis,2017,vol. 359,p. 250 - 254

18
[ 3481-09-2 ]
tetramethylammonium trifluoromethanethiolate [ No CAS ]
[ 719-98-2 ]

Reference： [1]Advanced Synthesis and Catalysis,2017,vol. 359,p. 250 - 254

19
[ 719-98-2 ]
[ 42287-94-5 ]
methyl 4-(2-((trifluoromethyl)sulfanyl)ethyl)benzonitrile [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2017,vol. 82,p. 9154 - 9159

20
[ 719-98-2 ]
[ 96606-95-0 ]
(2-iodophenethyl)(trifluoromethyl)sulfane [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2017,vol. 82,p. 9154 - 9159

21
[ 719-98-2 ]
[ 100-52-7 ]
S-(trifluoromethyl) benzothioate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
99%	With sodium decatungstate; In acetonitrile; at 20.0℃; for 18.0h;Inert atmosphere; Irradiation;	In a dry 10 mL screw cap tube equipped with a magnetic stir bar, add 2a (0.2 mmol),NaDT (2 mol%), aldehyde (0.30 mmol), then dry acetonitrile (2 mL) was added under nitrogen.The reaction mixture was allowed to stir at room temperature for 18 hours under illumination from a 40W LED.Et2O (30 mL) was then added, the resulting mixture was washed with water (3 x 30 mL), and the organic layer was dried over MgSO4.The solvent was removed by rotary evaporation in an ice bath and the resulting product was purified by flash chromatography on silica gel;Using petroleum ether (Rf=0.6) as eluent, the title compound 3a (42 mg) was obtained in 99%.
99%	With sodium decatungstate; In acetonitrile; at 20.0℃; for 18.0h;Inert atmosphere; Irradiation;	In a dry 10 mL screw cap tube equipped with a magnetic stir bar, add 2a (0.2 mmol),NaDT (2 mol%), aldehyde (0.30 mmol), then dry acetonitrile (2 mL) was added under nitrogen.The reaction mixture was allowed to stir at room temperature for 18 hours under illumination from a 40W LED.Et2O (30 mL) was then added, the resulting mixture was washed with water (3 x 30 mL), and the organic layer was dried over MgSO4.The solvent was removed by rotary evaporation in an ice bath and the resulting product was purified by flash chromatography on silica gel;Using petroleum ether (Rf=0.6) as eluent, the title compound 3a (42 mg) was obtained in 99%.

Reference： [1]Patent: CN113860981,2021,A .Location in patent: Paragraph 0055-0064
[2]Patent: CN113860981,2021,A .Location in patent: Paragraph 0055-0064
[3]ACS Catalysis,2018,vol. 8,p. 5842 - 5846
[4]Journal of Organic Chemistry,2022,vol. 87,p. 765 - 775

22
[ 719-98-2 ]
[ 1122-91-4 ]
S-(trifluoromethyl) 4-bromobenzothioate [ No CAS ]

Reference： [1]ACS Catalysis,2018,vol. 8,p. 5842 - 5846

23
[ 719-98-2 ]
[ 939-97-9 ]
(S-(trifluoromethyl)-4-(tert-butyl)benzothioate) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
45%	With disodium hydrogenphosphate; tetrakis(tetrabutylammonium)decatungstate(VI); In acetonitrile; at 20.0℃; for 96.0h;Inert atmosphere; Sealed tube; Irradiation;	General procedure: To a 8 mL glass vial was added TBADT (54.4 mg, 0.016 mmol, 8 mol %), aldehydes (0.2 mmol, 1.0 equiv), 6a (148.3 mg, 0.6 mmol, 3.0 equiv), Na2HPO4 (42.6 mg, 0.3 mmol, 1.5 equiv) and 0.5mL of CH3CN. The reaction mixture was degassed by bubbling with Ar for 15 s with an outlet needle and the vial was sealed with PTFE cap. The mixture was then stirred rapidly and irradiated with a 390 nm Blue LED (approximately 2 cm away from the light source) at room temperature for 96 h. Purification of the crude product by flash chromatography on silica gelusing the indicated solvent system afforded the desired product.

Reference： [1]ACS Catalysis,2018,vol. 8,p. 5842 - 5846
[2]Chinese Chemical Letters,2021,vol. 32,p. 3027 - 3030

24
[ 719-98-2 ]
[ 22927-13-5 ]
C₁₀H₉F₃OS [ No CAS ]

Reference： [1]ACS Catalysis,2018,vol. 8,p. 5842 - 5846

25
[ 719-98-2 ]
[ 123-11-5 ]
S-(trifluoromethyl) 4-methoxybenzothioate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
94%	With disodium hydrogenphosphate; tetrakis(tetrabutylammonium)decatungstate(VI); In acetonitrile; at 20.0℃; for 96.0h;Inert atmosphere; Sealed tube; Irradiation;	General procedure: To a 8 mL glass vial was added TBADT (54.4 mg, 0.016 mmol, 8 mol %), aldehydes (0.2 mmol, 1.0 equiv), 6a (148.3 mg, 0.6 mmol, 3.0 equiv), Na2HPO4 (42.6 mg, 0.3 mmol, 1.5 equiv) and 0.5mL of CH3CN. The reaction mixture was degassed by bubbling with Ar for 15 s with an outlet needle and the vial was sealed with PTFE cap. The mixture was then stirred rapidly and irradiated with a 390 nm Blue LED (approximately 2 cm away from the light source) at room temperature for 96 h. Purification of the crude product by flash chromatography on silica gelusing the indicated solvent system afforded the desired product.

Reference： [1]Chinese Chemical Letters,2021,vol. 32,p. 3027 - 3030
[2]ACS Catalysis,2018,vol. 8,p. 5842 - 5846

26
[ 719-98-2 ]
[ 120-14-9 ]
S-(trifluoromethyl)-3,4-dimethoxybenzothioate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%	With disodium hydrogenphosphate; tetrakis(tetrabutylammonium)decatungstate(VI); In acetonitrile; at 20.0℃; for 96.0h;Inert atmosphere; Sealed tube; Irradiation;	General procedure: To a 8 mL glass vial was added TBADT (54.4 mg, 0.016 mmol, 8 mol %), aldehydes (0.2 mmol, 1.0 equiv), 6a (148.3 mg, 0.6 mmol, 3.0 equiv), Na2HPO4 (42.6 mg, 0.3 mmol, 1.5 equiv) and 0.5mL of CH3CN. The reaction mixture was degassed by bubbling with Ar for 15 s with an outlet needle and the vial was sealed with PTFE cap. The mixture was then stirred rapidly and irradiated with a 390 nm Blue LED (approximately 2 cm away from the light source) at room temperature for 96 h. Purification of the crude product by flash chromatography on silica gelusing the indicated solvent system afforded the desired product.

Reference： [1]ACS Catalysis,2018,vol. 8,p. 5842 - 5846
[2]Chinese Chemical Letters,2021,vol. 32,p. 3027 - 3030

27
[ 719-98-2 ]
[ 3218-36-8 ]
S-(trifluoromethyl)(S)-2-(6-methoxynaphthalen-2-yl)propanethioate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%	With disodium hydrogenphosphate; tetrakis(tetrabutylammonium)decatungstate(VI); In acetonitrile; at 20.0℃; for 96.0h;Inert atmosphere; Sealed tube; Irradiation;	General procedure: To a 8 mL glass vial was added TBADT (54.4 mg, 0.016 mmol, 8 mol %), aldehydes (0.2 mmol, 1.0 equiv), 6a (148.3 mg, 0.6 mmol, 3.0 equiv), Na2HPO4 (42.6 mg, 0.3 mmol, 1.5 equiv) and 0.5mL of CH3CN. The reaction mixture was degassed by bubbling with Ar for 15 s with an outlet needle and the vial was sealed with PTFE cap. The mixture was then stirred rapidly and irradiated with a 390 nm Blue LED (approximately 2 cm away from the light source) at room temperature for 96 h. Purification of the crude product by flash chromatography on silica gelusing the indicated solvent system afforded the desired product.

Reference： [1]ACS Catalysis,2018,vol. 8,p. 5842 - 5846
[2]Chinese Chemical Letters,2021,vol. 32,p. 3027 - 3030

28
[ 719-98-2 ]
[ 66-99-9 ]
S-(trifluoromethyl) naphthalene-2-carbothioate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
55%	With disodium hydrogenphosphate; tetrakis(tetrabutylammonium)decatungstate(VI); In acetonitrile; at 20.0℃; for 96.0h;Inert atmosphere; Sealed tube; Irradiation;	General procedure: To a 8 mL glass vial was added TBADT (54.4 mg, 0.016 mmol, 8 mol %), aldehydes (0.2 mmol, 1.0 equiv), 6a (148.3 mg, 0.6 mmol, 3.0 equiv), Na2HPO4 (42.6 mg, 0.3 mmol, 1.5 equiv) and 0.5mL of CH3CN. The reaction mixture was degassed by bubbling with Ar for 15 s with an outlet needle and the vial was sealed with PTFE cap. The mixture was then stirred rapidly and irradiated with a 390 nm Blue LED (approximately 2 cm away from the light source) at room temperature for 96 h. Purification of the crude product by flash chromatography on silica gelusing the indicated solvent system afforded the desired product.

Reference： [1]ACS Catalysis,2018,vol. 8,p. 5842 - 5846
[2]Chinese Chemical Letters,2021,vol. 32,p. 3027 - 3030

29
[ 5381-20-4 ]
[ 719-98-2 ]
C₁₀H₅F₃OS₂ [ No CAS ]

Reference： [1]ACS Catalysis,2018,vol. 8,p. 5842 - 5846

30
[ 719-98-2 ]
[ 2094-74-8 ]
S-(trifluoromethyl)-adamantane-1-carbothioate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
63%	With sodium benzoate; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate In acetonitrile at 20℃; Inert atmosphere; Irradiation; regioselective reaction;

Reference： [1]Mukherjee, Satobhisha; Patra, Tuhin; Glorius, Frank [ACS Catalysis, 2018, vol. 8, # 7, p. 5842 - 5846]

31
[ 719-98-2 ]
2-Methyl-2-adamantanol methoxymethyl ether [ No CAS ]
(2-methyladamantan-2-yl)(trifluoromethyl)sulfane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; 4-mercapto-4-oxide-dinaphtho<2,1-d:1',2'-f><1,3,2>dioxaphosphepin; In dichloromethane; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weighed <strong>[719-98-2]N-(trifluoromethylthio)phthalimide</strong> (37.1 mg, 0.15 mmol), 4CzIPN (1.6 mg, 0.002 mmol), K2CO3 (1.38 mg, 0.01 mmol), thiol (0.8 mg, 0.002 mmol) were added to the reaction tube, and the gas was exchanged three times through a vacuum line. Under an argon atmosphere, 1 mL of dichloromethane was added, It was then carefully added 2-(methoxymethoxy)-2-methyladamantane(21.1 mg, 0.1 mmol), then placed under a 45W blue light and allowed to react at room temperature for 12 h. Dry loading, column chromatography (300-400 mesh chromatography silica gel) to gave the product 20.0 mg (n-hexane), yield 80%

Reference： [1]Angewandte Chemie - International Edition,2018,vol. 57,p. 10357 - 10361
Angew. Chem.,2018,vol. 130,p. 10514 - 10518,5
[2]Patent: CN108530329,2018,A .Location in patent: Paragraph 0085; 0086

32
[ 719-98-2 ]
1-methoxy-4-(2-(methoxymethoxy)-2-methylpropyl)benzene [ No CAS ]
(1-(4-methoxyphenyl)-2-methylpropan-2-yl)(trifluoromethyl)sulfane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
76%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; 4-mercapto-4-oxide-dinaphtho<2,1-d:1',2'-f><1,3,2>dioxaphosphepin; In dichloromethane; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weighed <strong>[719-98-2]N-(trifluoromethylthio)phthalimide</strong> (37.1mg, 0.15mmol), 4CzIPN (1.6mg, 0.002mmol), K2CO3 (1.38mg, 0.01mmol), organic thiol catalyst (0.8mg, 0.002mmol) were added to the reaction tube, and the gas was exchanged three times through a vacuum line. Under an argon atmosphere, 1 mL of dichloromethane was added, and then 1-methoxy-4-(2-(methoxymethoxy)-2-methylpropyl)benzene (22.5 mg, 0.1 mmol) was carefully added, and then placed under irradiation with two 45W blue light lamps, and reacted at room temperature for 12 hours. Dry loading, column chromatography (300-400 mesh chromatography silica gel, the same below) gave the product 22.8 mg (n-hexane), yield 76%.

Reference： [1]Angewandte Chemie - International Edition,2018,vol. 57,p. 10357 - 10361
Angew. Chem.,2018,vol. 130,p. 10514 - 10518,5
[2]Patent: CN108530329,2018,A .Location in patent: Paragraph 0065; 0066

33
[ 719-98-2 ]
1-chloro-4-(2-(methoxymethoxy)-2-methylpropyl)benzene [ No CAS ]
(1-(4-chlorophenyl)-2-methylpropan-2-yl)(trifluoromethyl)sulfane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
76%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; 4-mercapto-4-oxide-dinaphtho<2,1-d:1',2'-f><1,3,2>dioxaphosphepin; In dichloromethane; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weighed <strong>[719-98-2]N-(trifluoromethylthio)phthalimide</strong> (37.1mg, 0.15mmol), 4CzIPN (1.6mg, 0.002mmol), K2CO3 (1.38mg, 0.01mmol), organic thiol catalyst (0.8mg, 0.002mmol) were added to the reaction tube, and the gas was exchanged three times through a vacuum line. Under an argon atmosphere, 1 mL of dichloromethane was added, and then carefully added 1-chloro-4-(2-(methoxymethoxy)-2-methylpropyl)benzene (22.9 mg, 0.1 mmol), and then placed under irradiation with two 45W blue light lamps, and reacted at room temperature for 12 hours. Dry loading, column chromatography (300-400 mesh chromatography silica gel) to gave the product 22.8 mg (n-hexane), yield 76%.

Reference： [1]Angewandte Chemie - International Edition,2018,vol. 57,p. 10357 - 10361
Angew. Chem.,2018,vol. 130,p. 10514 - 10518,5
[2]Patent: CN108530329,2018,A .Location in patent: Paragraph 0063; 0064

34
[ 719-98-2 ]
1-bromo-2-(2-(methoxymethoxy)-2-methylpropyl)benzene [ No CAS ]
(1-(2-bromophenyl)-2-methylpropan-2-yl)(trifluoromethyl)sulfane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
60%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; 4-mercapto-4-oxide-dinaphtho<2,1-d:1',2'-f><1,3,2>dioxaphosphepin; In dichloromethane; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weighed <strong>[719-98-2]N-(trifluoromethylthio)phthalimide</strong> (37.1mg, 0.15mmol), 4CzIPN (1.6mg, 0.002mmol), K2CO3 (1.38mg, 0.01mmol), organic thiol catalyst (0.8 mg, 0.002 mmol) were added to the reaction tube, and the gas was exchanged three times through a vacuum line. Under an argon atmosphere, 1 mL of dichloromethane was added and carefully add 1-bromo-2-(2-(methoxymethoxy)-2-methylpropyl)benzene (27.1 mg, 0.1 mmol).Then, it was placed under irradiation with two 45W blue light lamps and reacted at room temperature for 12 hours. Dry loading, column chromatography (300-400 mesh chromatography silica gel) to gave the product 18.8 mg (n-hexane), yield 60%

Reference： [1]Angewandte Chemie - International Edition,2018,vol. 57,p. 10357 - 10361
Angew. Chem.,2018,vol. 130,p. 10514 - 10518,5
[2]Patent: CN108530329,2018,A .Location in patent: Paragraph 0069; 0070

35
[ 719-98-2 ]
(2-(methoxymethoxy)-2-methyl-4-phenylbutyl)trimethylsilane [ No CAS ]
trimethyl(2-methyl-4-phenyl-2-((trifluoromethyl)thio)butyl)silane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
53%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; 4-mercapto-4-oxide-dinaphtho<2,1-d:1',2'-f><1,3,2>dioxaphosphepin; In dichloromethane; at 20.0℃; for 24.0h;Inert atmosphere; Irradiation;	Weighed <strong>[719-98-2]N-(trifluoromethylthio)phthalimide</strong> (37.1 mg, 0.15 mmol), 4CzIPN (1.6 mg, 0.002 mmol), K2CO3 (1.38 mg, 0.01 mmol), thiol (0.8 mg, 0.002 mmol) were added to the reaction tube, and the gas was exchanged three times through a vacuum line. Under an argon atmosphere, 1 mL of dichloromethane was added, and then carefully added (2-(methoxymethoxy)-2-methyl-4-phenylbutyl)trimethylsilane (28.1 mg, 0.1 mmol), then placed under a 45 W blue light and allowed to react at room temperature for 24 h. Dry loading, column chromatography (300-400 mesh chromatography silica gel, the same below) to gave the product 17.0 mg (n-hexane), yield 53%.

Reference： [1]Angewandte Chemie - International Edition,2018,vol. 57,p. 10357 - 10361
Angew. Chem.,2018,vol. 130,p. 10514 - 10518,5
[2]Patent: CN108530329,2018,A .Location in patent: Paragraph 0077; 0078

36
[ 719-98-2 ]
1-(methoxymethoxy)-1-methylcyclododecane [ No CAS ]
(1-methylcyclododecyl)(trifluoromethyl)sulfane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
48%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; 4-mercapto-4-oxide-dinaphtho<2,1-d:1',2'-f><1,3,2>dioxaphosphepin; In dichloromethane; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weighed <strong>[719-98-2]N-(trifluoromethylthio)phthalimide</strong> (37.1 mg, 0.15 mmol), 4CzIPN (1.6 mg, 0.002 mmol), K2CO3 (1.38 mg, 0.01 mmol), thiol (0.8 mg, 0.002 mmol) were added to the reaction tube, and the gas was exchanged three times through a vacuum line. Under an argon atmosphere, 1 mL of dichloromethane was added, It was then carefully added 1-(methoxymethoxy)-1-methylcyclododecane (24.3 mg, 0.1 mmol), then placed under a 45W blue light and allowed to react at room temperature for 12 h. Dry loading, column chromatography (300-400 mesh chromatography silica gel) to gave the product 27.0 mg (n-hexane), yield 48%

Reference： [1]Angewandte Chemie - International Edition,2018,vol. 57,p. 10357 - 10361
Angew. Chem.,2018,vol. 130,p. 10514 - 10518,5
[2]Patent: CN108530329,2018,A .Location in patent: Paragraph 0087; 0088

37
[ 719-98-2 ]
2-(methoxymethoxy)-2-methylundecane [ No CAS ]
(2-methylundecan-2-yl)(trifluoromethyl)sulfane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
70%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; 4-mercapto-4-oxide-dinaphtho<2,1-d:1',2'-f><1,3,2>dioxaphosphepin; In dichloromethane; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weighed <strong>[719-98-2]N-(trifluoromethylthio)phthalimide</strong> (37.1mg, 0.15mmol), 4CzIPN (1.6mg, 0.002mmol), K2CO3 (1.38mg, 0.01mmol), organic thiol catalyst (0.8mg, 0.002mmol) were added to the reaction tube, and the gas was exchanged three times through a vacuum line. Under an argon atmosphere, 1 mL of dichloromethane was added, and then carefully added 2-(methoxymethoxy)-2-methylundecane (23.1 mg, 0.1 mmol), and then placed under irradiation with two 45W blue light lamps, and reacted at room temperature for 12 hours. Dry loading, column chromatography (300-400 mesh chromatography silica gel) gave the product 18.9 mg (n-hexane), yield 70%,

Reference： [1]Angewandte Chemie - International Edition,2018,vol. 57,p. 10357 - 10361
Angew. Chem.,2018,vol. 130,p. 10514 - 10518,5
[2]Patent: CN108530329,2018,A .Location in patent: Paragraph 0079; 0080

38
[ 719-98-2 ]
6-(methoxymethoxy)-6-methylundecane [ No CAS ]
(6-methylundecan-6-yl)(trifluoromethyl)sulfane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; 4-mercapto-4-oxide-dinaphtho<2,1-d:1',2'-f><1,3,2>dioxaphosphepin; In dichloromethane; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weighed <strong>[719-98-2]N-(trifluoromethylthio)phthalimide</strong> (37.1 mg, 0.15 mmol), 4CzIPN (1.6 mg, 0.002 mmol), K2CO3 (1.38 mg, 0.01 mmol), thiol (0.8 mg, 0.002 mmol) were added to the reaction tube, and the gas was exchanged three times through a vacuum line. Under an argon atmosphere, 1 mL of dichloromethane was added, It was then carefully added 6-(methoxymethoxy)-6-methylundecane (23.1 mg, 0.1 mmol), then placed under a 45 W blue light and allowed to react at room temperature for 12 h. Dry loading, column chromatography (300-400 mesh chromatography silica gel) to gave the product 20.3 mg (n-hexane), yield 75%

Reference： [1]Angewandte Chemie - International Edition,2018,vol. 57,p. 10357 - 10361
Angew. Chem.,2018,vol. 130,p. 10514 - 10518,5
[2]Patent: CN108530329,2018,A .Location in patent: Paragraph 0083; 0084

39
[ 719-98-2 ]
1-bromo-7-(methoxymethoxy)-7-methyloctane [ No CAS ]
(8-bromo-2-methyloctan-2-yl)(trifluoromethyl)sulfane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
70%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; 4-mercapto-4-oxide-dinaphtho<2,1-d:1',2'-f><1,3,2>dioxaphosphepin; In dichloromethane; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weighed <strong>[719-98-2]N-(trifluoromethylthio)phthalimide</strong> (37.1mg, 0.15mmol), 4CzIPN (1.6mg, 0.002mmol), K2CO3 (1.38mg, 0.01mmol), organic thiol catalyst (0.8mg, 0.002mmol) were added to the reaction tube, and the gas was exchanged three times through a vacuum line. Under an argon atmosphere, 1 mL of dichloromethane was added, then, it was carefully added 1-bromo-7-(methoxymethoxy)-7-methyloctane (26.8 mg, 0.1 mmol), and then placed under a 45W blue light for 12 hours at room temperature. Dry loading, column chromatography (300-400 mesh chromatography silica gel) gave the product 17.9mg (n-hexane), yield 70%

Reference： [1]Angewandte Chemie - International Edition,2018,vol. 57,p. 10357 - 10361
Angew. Chem.,2018,vol. 130,p. 10514 - 10518,5
[2]Patent: CN108530329,2018,A .Location in patent: Paragraph 0081; 0082

40
[ 719-98-2 ]
4-(2-(methoxymethoxy)-2-methylpropyl)-1,1'-biphenyl [ No CAS ]
(1-([1,1'-biphenyl]-4-yl)-2-methylpropan-2-yl)(trifluoromethyl)sulfane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
61%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; 4-mercapto-4-oxide-dinaphtho<2,1-d:1',2'-f><1,3,2>dioxaphosphepin; In dichloromethane; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weighed 4-(2-(methoxymethoxy)-2-methylpropyl)-1,1'-biphenyl (27.1mg.0.1mmol), <strong>[719-98-2]N-(trifluoromethylthio)phthalimide</strong> (37.1 mg, 0.15 mmol), 4CzIPN (1.6 mg, 0.002 mmol), K2CO3 (1.38 mg, 0.01 mmol), organic thiol catalyst (0.8 mg, 0.002mmol) were added to the reaction tube, and the gas was exchanged three times through a vacuum line. Under an argon atmosphere, 1 mL of dichloromethane was added, followed by irradiation with a 45 W blue light lamp, and reacted at room temperature for 12 hours. Dry loading, column chromatography (300-400 mesh chromatography silica gel) to gave the product 18.9 mg (n-hexane), yield 61%.

Reference： [1]Angewandte Chemie - International Edition,2018,vol. 57,p. 10357 - 10361
Angew. Chem.,2018,vol. 130,p. 10514 - 10518,5
[2]Patent: CN108530329,2018,A .Location in patent: Paragraph 0067; 0068

41
[ 719-98-2 ]
2-(2-(methoxymethoxy)-2-methylpropyl)thiophene [ No CAS ]
2-(2-methyl-2-((trifluoromethyl)thio)propyl)thiophene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
54%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; 4-mercapto-4-oxide-dinaphtho<2,1-d:1',2'-f><1,3,2>dioxaphosphepin; In dichloromethane; at 20.0℃; for 24.0h;Inert atmosphere; Irradiation;	Weighed <strong>[719-98-2]N-(trifluoromethylthio)phthalimide</strong> (49.4 mg, 0.2 mmol), 4CzIPN (1.6 mg, 0.002 mmol), K2CO3 (1.38 mg, 0.01 mmol), mercaptan (0.8 mg, 0.002 mmol) were added to the reaction tube, and the gas was exchanged three times through a vacuum line. Under an argon atmosphere, 1 mL of dichloromethane was added, It was then carefully added 2-(2-(methoxymethoxy)-2-methylpropyl)thiophene (20.3 mg, 0.1 mmol), then placed under a 45W blue light and allowed to react at room temperature for 24 h. Dry loading, column chromatography (300-400 mesh chromatography silica gel) gave the product 13.0 mg (n-hexane), yield 54%.

Reference： [1]Angewandte Chemie - International Edition,2018,vol. 57,p. 10357 - 10361
Angew. Chem.,2018,vol. 130,p. 10514 - 10518,5
[2]Patent: CN108530329,2018,A .Location in patent: Paragraph 0089; 0090

42
[ 719-98-2 ]
2-(3-(methoxymethoxy)-3-methylbutyl)-4,5-diphenyloxazole [ No CAS ]
C₂₁H₂₀F₃NOS [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
42%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; 4-mercapto-4-oxide-dinaphtho<2,1-d:1',2'-f><1,3,2>dioxaphosphepin; In dichloromethane; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weighed <strong>[719-98-2]N-(trifluoromethylthio)phthalimide</strong> (37.1mg, 0.15mmol), 4CzIPN (1.6mg, 0.002mmol), K2CO3 (1.38mg, 0.01mmol), an organic thiol catalyst (0.8mg, 0.002mmol) were added to the reaction tube, and the gas was exchanged three times through a vacuum line. Under an argon atmosphere, 1 mL of dichloromethane was added, and then carefully added 2-(3-(methoxymethoxy)-3-methylbutyl)-4,5-diphenyloxazole (35.2 mg, 0.1 mmol), and then placed under irradiation with two 45W blue light lamps, and reacted at room temperature for 12 hours. Dry loading, column chromatography (300-400 mesh chromatography silica gel) gave the product 16.4 mg ( petroleum ether 60-90: ethyl acetate = 10:1), yield 42%.

Reference： [1]Angewandte Chemie - International Edition,2018,vol. 57,p. 10357 - 10361
Angew. Chem.,2018,vol. 130,p. 10514 - 10518,5
[2]Patent: CN108530329,2018,A .Location in patent: Paragraph 0075; 0076

43
[ 719-98-2 ]
1-isobutyl-4-(3-(methoxymethoxy)-3-methylbutan-2-yl)benzene [ No CAS ]
(3-(4-isobutylphenyl)-2-methylbutan-2-yl)(trifluoromethyl)sulfane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
59%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; 4-mercapto-4-oxide-dinaphtho<2,1-d:1',2'-f><1,3,2>dioxaphosphepin; In dichloromethane; at 20.0℃; for 24.0h;Inert atmosphere; Irradiation;	Weighed <strong>[719-98-2]N-(trifluoromethylthio)phthalimide</strong> (49.4 mg, 0.2 mmol), 4CzIPN (1.6 mg, 0.002 mmol), K2CO3 (1.38 mg, 0.01 mmol), an organic thiol catalyst (0.8 mg, 0.002 mmol) were added to the reaction tube, and the gas was exchanged three times through a vacuum line. Under an argon atmosphere, 1 mL of dichloromethane was added, then it was carefully added 1-[3-(methoxymethoxy)-3-methylbutan-2-yl]-4-(2-methylpropyl)benzene (26.5 mg, 0.1 mmol), and then placed under a 45 W blue light for 24 hours at room temperature. Dry loading, column chromatography (300-400)The objective chromatography of silica gel (the same below) to gave the product 18.0 mg (n-hexane), yield 59%.

Reference： [1]Angewandte Chemie - International Edition,2018,vol. 57,p. 10357 - 10361
Angew. Chem.,2018,vol. 130,p. 10514 - 10518,5
[2]Patent: CN108530329,2018,A .Location in patent: Paragraph 0073; 0074

44
[ 719-98-2 ]
7-(methoxymethoxy)-7-methyloctyl furan-2-carboxylate [ No CAS ]
7-methyl-7-((trifluoromethyl)thio)octyl furan-2-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
63%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; 4-mercapto-4-oxide-dinaphtho<2,1-d:1',2'-f><1,3,2>dioxaphosphepin; In dichloromethane; at 20.0℃; for 24.0h;Inert atmosphere; Irradiation;	Weighed <strong>[719-98-2]N-(trifluoromethylthio)phthalimide</strong> (49.4 mg, 0.2 mmol), 4CzIPN (1.6 mg, 0.002 mmol), K2CO3 (1.38 mg, 0.01 mmol), mercaptan (0.8 mg, 0.002 mmol) were added to the reaction tube, and the gas was exchanged three times through a vacuum line. Under an argon atmosphere, 1 mL of dichloromethane was added, it was then carefully added 7-(methoxymethoxy)-7-methyloctyl furan-2-carboxylate (30.0 mg,0.1 mmol), then placed under a 45W blue light, and reacted at room temperature for 24 h. Dry loading, column chromatography (300-400 mesh chromatography silica gel, the same below) to gave the product 21.2 mg ( petroleum ether 60-90: ethyl acetate = 20:1-10:1), yield 63%

Reference： [1]Angewandte Chemie - International Edition,2018,vol. 57,p. 10357 - 10361
Angew. Chem.,2018,vol. 130,p. 10514 - 10518,5
[2]Patent: CN108530329,2018,A .Location in patent: Paragraph 0091; 0092

45
[ 2439-85-2 ]
[ 811-68-7 ]
[ 719-98-2 ]

Yield	Reaction Conditions	Operation in experiment
	In acetonitrile; for 3h;Inert atmosphere;	According to the literature (Kang, K.; Xu, C.; Shen, Q. Organic Chemistry Frontiers 2014, 7, 294.), using AgSCF3 (silver trifluoromethanethiolate) and <strong>[2439-85-2]N-bromophthalimide</strong> (<strong>[2439-85-2]N-bromophthalimide</strong>) in anhydrous acetonitrile, After reacting for 3 h under argon, the excess acetonitrile was evaporated by a rotary evaporator, dissolved in 15 mL of dichloromethane, filtered, and the filtrate was removed to remove methylene chloride to give a white solid (N-trifluoromethylthio)phthalimide).

Reference： [1]Organic Letters,2020,vol. 22,p. 219 - 223
[2]Angewandte Chemie - International Edition,2018,vol. 57,p. 12690 - 12695
Angew. Chem.,2018,vol. 130,p. 12872 - 12877,6
[3]Patent: CN108530329,2018,A .Location in patent: Paragraph 0024-0025

46
[ 719-98-2 ]
2-fluoro-4'-(3-(methoxymethoxy)-3-methylbutan-2-yl)-1,1'-biphenyl [ No CAS ]
C₁₈H₁₈F₄S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
51%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; 4-mercapto-4-oxide-dinaphtho<2,1-d:1',2'-f><1,3,2>dioxaphosphepin; In dichloromethane; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weighed <strong>[719-98-2]N-(trifluoromethylthio)phthalimide</strong> (37.1mg, 0.15mmol), 4CzIPN (1.6mg, 0.002mmol), K2CO3 (1.38mg, 0.01mmol),organic thiol catalyst (0.8 mg, 0.002 mmol) were added to the reaction tube, and the gas was exchanged three times through a vacuum line. Under an argon atmosphere, 1 mL of dichloromethane was added, then it was carefully added 2-fluoro-4'-(3-(methoxymethoxy)-3-methylbutan-2-yl)-1,1'-biphenyl (27.1 mg, 0.1 mmol) and then placed under irradiation with two 45W blue light lamps, and reacted at room temperature for 12 hours. Dry loading, column chromatography (300-400 mesh chromatography silica gel, the same below) to gave the product 17.5 mg ( petroleum ether 60-90: ethyl acetate = 100:1), yield 51%.

Reference： [1]Patent: CN108530329,2018,A .Location in patent: Paragraph 0071; 0072

47
[ 719-98-2 ]
[ 74711-43-6 ]
[ 2376271-82-6 ]

Yield	Reaction Conditions	Operation in experiment
66%	With iron(III) chloride; triphenylphosphine In tetrahydrofuran at 20℃; for 0.5h; chemoselective reaction;

Reference： [1]Mao, Runze; Bera, Srikrishna; Cheseaux, Alexis; Hu, Xile [Chemical Science, 2019, vol. 10, # 41, p. 9555 - 9559]

48
[ 719-98-2 ]
[ CAS Unavailable ]
[ 1927969-10-5 ]

Yield	Reaction Conditions	Operation in experiment
95%	With iron(III) chloride; triphenylphosphine In tetrahydrofuran at 20℃; for 0.5h;

Reference： [1]Mao, Runze; Bera, Srikrishna; Cheseaux, Alexis; Hu, Xile [Chemical Science, 2019, vol. 10, # 41, p. 9555 - 9559]

49
[ 719-98-2 ]
[ 612-19-1 ]
C₁₀H₉F₃OS [ No CAS ]

Reference： [1]Chemical Science,2019,vol. 10,p. 9555 - 9559

50
[ 719-98-2 ]
[ 27914-60-9 ]
S-(trifluoromethyl) 4-(allyloxy)benzothioate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%	With iron(III) chloride; triphenylphosphine In tetrahydrofuran at 20℃; for 0.5h;

Reference： [1]Mao, Runze; Bera, Srikrishna; Cheseaux, Alexis; Hu, Xile [Chemical Science, 2019, vol. 10, # 41, p. 9555 - 9559]

51
[ 86-59-9 ]
[ 719-98-2 ]
C₁₁H₆F₃NOS [ No CAS ]

Reference： [1]Chemical Science,2019,vol. 10,p. 9555 - 9559

52
[ 2060-64-2 ]
[ 719-98-2 ]
C₁₀H₅F₃OS₂ [ No CAS ]

Reference： [1]Chemical Science,2019,vol. 10,p. 9555 - 9559

53
[ 719-98-2 ]
[ 3471-10-1 ]
C₁₁H₉F₃OS [ No CAS ]

Reference： [1]Chemical Science,2019,vol. 10,p. 9555 - 9559

54
[ 719-98-2 ]
[ 72934-37-3 ]
C₁₁H₈ClF₃OS [ No CAS ]

Reference： [1]Chemical Science,2019,vol. 10,p. 9555 - 9559

55
[ 719-98-2 ]
[ 16728-01-1 ]
C₁₂H₁₁F₃O₂S [ No CAS ]

Reference： [1]Chemical Science,2019,vol. 10,p. 9555 - 9559

56
[ 719-98-2 ]
[ 1200-07-3 ]
C₁₀H₆BrF₃OS [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%	With iron(III) chloride; triphenylphosphine In tetrahydrofuran at 20℃; for 0.5h;

Reference： [1]Mao, Runze; Bera, Srikrishna; Cheseaux, Alexis; Hu, Xile [Chemical Science, 2019, vol. 10, # 41, p. 9555 - 9559]

57
[ 719-98-2 ]
[ 783-13-1 ]
C₁₁H₆F₆O₂S [ No CAS ]

Reference： [1]Chemical Science,2019,vol. 10,p. 9555 - 9559

58
[ 719-98-2 ]
[ 106685-40-9 ]
C₂₉H₂₇F₃O₂S [ No CAS ]

Reference： [1]Chemical Science,2019,vol. 10,p. 9555 - 9559

59
[ 719-98-2 ]
[ 7345-82-6 ]
C₁₂H₁₁F₃O₃S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
86%	With iron(III) chloride; triphenylphosphine In tetrahydrofuran at 20℃; for 0.5h; chemoselective reaction;

Reference： [1]Mao, Runze; Bera, Srikrishna; Cheseaux, Alexis; Hu, Xile [Chemical Science, 2019, vol. 10, # 41, p. 9555 - 9559]

60
[ 719-98-2 ]
2-isopentylbenzofuran [ No CAS ]
C₁₄H₁₅F₃OS [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
76%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weigh first (64.3mg, 0.26mmol), 4CzIPN (3.2mg, 0.004mmol),K2CO3 (5.52mg, 0.04mmol), added to the reaction tube,Pumped through the vacuum line three times, under an argon atmosphere,Add 4mL of anhydrous acetonitrile, then carefully add (37.7mg, 0.2mmol),Then placed under the irradiation of two 45W blue light lamps, the reaction at room temperature for 12h.Dry loading, column chromatography (300-400 mesh chromatography silica gel) to obtain 44.2mg of product,(Eluent: n-hexane), yield 76%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0053-0054

61
[ 719-98-2 ]
[ 18220-90-1 ]
C₁₆H₁₃F₃OS [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
69%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weigh first (64.3mg, 0.26mmol), 4CzIPN (3.2mg, 0.004mmol),K2CO3 (5.52mg, 0.04mmol), added to the reaction tube, pumped through the vacuum line three times,Under an argon atmosphere, add 4 mL of anhydrous acetonitrile, then add (42.1 mg, 0.2 mmol),Then placed under 45W blue light irradiation, the reaction at room temperature for 12h.Dry loading, column chromatography (300-400 mesh chromatography silica gel) to obtain the product 42.8mg,(Eluent: volume ratio, petroleum ether 60-90: ethyl acetate = 50:1),Yield 69%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0095-0096

62
[ 719-98-2 ]
[ 71766-56-8 ]
C₁₆H₁₂ClF₃OS [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
73%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weigh first (64.3mg, 0.26mmol), 4CzIPN (3.2mg, 0.004mmol),K2CO3 (5.52mg, 0.04mmol), added to the reaction tube, pumped through the vacuum line three times,Under argon atmosphere, add 4mL of anhydrous acetonitrile, and then add (48.9mg, 0.2mmol),Then placed under 45W blue light irradiation, the reaction at room temperature for 12h.Dry loading, column chromatography (300-400 mesh chromatography silica gel) to obtain the product 50.2mg,Eluent: volume ratio, petroleum ether 60-90: ethyl acetate = 50:1),Yield 73%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0097-0098

63
[ 719-98-2 ]
(4-bromophenyl)(4-ethylphenyl)methanone [ No CAS ]
C₁₆H₁₂BrF₃OS [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
64%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weigh first (64.3mg, 0.26mmol), 4CzIPN (3.2mg, 0.004mmol),K2CO3 (5.52mg, 0.04mmol), added to the reaction tube, pumped through the vacuum line three times,Under argon atmosphere, add 4mL of anhydrous acetonitrile, and then add (57.9mg, 0.2mmol),Then placed under 45W blue light irradiation, the reaction at room temperature for 12h.Dry loading, column chromatography (300-400 mesh chromatography silica gel) to obtain the product 49.8mg,(Eluent: volume ratio, petroleum ether 60-90: ethyl acetate = 50:1),The yield is 64%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0099-0100

64
[ 719-98-2 ]
[ 64357-92-2 ]
C₁₇H₁₅F₃O₂S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
64%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weigh first (64.3mg, 0.26mmol), 4CzIPN (3.2mg, 0.004mmol),K2CO3 (5.52mg, 0.04mmol), added to the reaction tube, pumped through the vacuum line three times,Under argon atmosphere, add 4mL of anhydrous acetonitrile, and then add (48.1mg, 0.2mmol),Then placed under 45W blue light irradiation, the reaction at room temperature for 12h.Dry loading, column chromatography (300-400 mesh chromatography silica gel) to obtain the product 43.4mg,(Eluent: volume ratio, petroleum ether 60-90: ethyl acetate = 50:1),The yield is 64%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0101-0102

65
[ 719-98-2 ]
(2-chloro-4-fluorophenyl)(4-ethylphenyl)methanone [ No CAS ]
C₁₆H₁₁ClF₄OS [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weigh first (64.3mg, 0.26mmol), 4CzIPN (3.2mg, 0.004mmol),K2CO3 (5.52mg, 0.04mmol), added to the reaction tube, pumped through the vacuum line three times,Under an argon atmosphere, add 4 mL of anhydrous acetonitrile, then add (52.6 mg, 0.2 mmol),Then placed under 45W blue light irradiation, the reaction at room temperature for 12h.Dry loading, column chromatography (300-400 mesh chromatography silica gel) to obtain the product 47.0mg,(Eluent: volume ratio, petroleum ether 60-90: ethyl acetate = 50:1),Yield 65%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0103-0104

66
[ 719-98-2 ]
[ 30764-59-1 ]
C₁₄H₁₁F₃O₂S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
51%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weigh first (32.1mg, 0.13mmol), 4CzIPN (1.6mg, 0.002mmol),K2CO3 (2.78mg, 0.02mmol), added to the reaction tube, and pumped through the vacuum line three times,Under argon atmosphere, add 2mL of anhydrous acetonitrile, then add (20.1mg, 0.1mmol),Then placed under 45W blue light irradiation, the reaction at room temperature for 12h.Dry loading, column chromatography (300-400 mesh chromatography silica gel) to obtain the product 15.3mg,(Eluent: volume ratio, petroleum ether 60-90: ethyl acetate = 50:1),Yield 51%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0105-0106

67
[ 719-98-2 ]
2,4-dichloro-1-(4-chloro-2-(4-phenylbutoxy)phenoxy)benzene [ No CAS ]
C₂₃H₁₈Cl₃F₃O₂S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
46%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weigh first (64.3mg, 0.26mmol), 4CzIPN (3.2mg, 0.004mmol),K2CO3 (5.52mg, 0.04mmol), added to the reaction tube,Pumped through the vacuum line three times, under an argon atmosphere,Add 4mL of anhydrous acetonitrile, then add (84.4mg, 0.2mmol),Then placed under 45W blue light irradiation, the reaction at room temperature for 12h.Dry loading, column chromatography (300-400 mesh chromatography silica gel) to obtain the product 47.8mg,(Eluent: volume ratio, petroleum ether 60-90: ethyl acetate = 50:1),The yield is 46%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0081-0082

68
[ 719-98-2 ]
2-(4-phenylbutyl)benzo[d]isothiazol-3(2H)-one [ No CAS ]
C₁₈H₁₆F₃NOS₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
69%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weigh first (64.3mg, 0.26mmol), 4CzIPN (3.2mg, 0.004mmol),K2CO3 (5.52mg, 0.04mmol), added to the reaction tube,Pumped through the vacuum line three times, under an argon atmosphere,Add 4mL of anhydrous acetonitrile, then carefully add (56.7mg, 0.2mmol),Then placed under 45W blue light irradiation, the reaction at room temperature for 12h.Dry loading, column chromatography (300-400 mesh chromatography silica gel) to obtain 52.5mg of product,(Eluent: volume ratio, petroleum ether 60-90: ethyl acetate = 100: 1),Yield 69%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0075-0076

69
[ 719-98-2 ]
4-methylbenzyl 2-(4-(4-chlorobenzoyl)phenoxy)-2-methylpropanoate [ No CAS ]
C₂₆H₂₂ClF₃O₄S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
52%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weigh first (64.3mg, 0.26mmol), 4CzIPN (3.2mg, 0.004mmol),K2CO3 (5.52mg, 0.04mmol), added to the reaction tube, pumped through the vacuum line three times,Under argon atmosphere, add 4mL of anhydrous acetonitrile, then add (84.6, 0.2mmol),Then placed under 45W blue light irradiation, the reaction at room temperature for 12h.Dry loading, column chromatography (300-400 mesh chromatography silica gel) to obtain 54.3mg of product,(Eluent: volume ratio, petroleum ether 60-90: ethyl acetate = 20:1),The yield is 52%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0089-0090

70
[ 719-98-2 ]
C₁₃H₁₅NO [ No CAS ]
C₁₄H₁₄F₃NOS [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
57%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weigh first (64.3mg, 0.26mmol), 4CzIPN (3.2mg, 0.004mmol),K2CO3 (5.52mg, 0.04mmol), added to the reaction tube,Pumped through the vacuum line three times, under an argon atmosphere,Add 4mL of anhydrous acetonitrile, then carefully add (40.3mg, 0.2mmol),Then placed under the irradiation of two 45W blue light lamps, the reaction at room temperature for 12h.Dry loading, column chromatography (300-400 mesh chromatography silica gel) to obtain the product 34.2mg,(Eluent: volume ratio, petroleum ether 60-90: ethyl acetate = 20:1),Yield 57%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0055-0056

71
[ 4861-61-4 ]
[ 719-98-2 ]
C₁₇H₂₇F₃S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
77%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weigh first (64.3mg, 0.26mmol), 4CzIPN (3.2mg, 0.004mmol),K2CO3 (5.52mg, 0.04mmol), added to the reaction tube,Pumped through the vacuum line three times, under an argon atmosphere,Add 4mL of anhydrous acetonitrile, then carefully add (50.5mg, 0.2mmol),Then placed under the irradiation of two 45W blue light lamps, the reaction at room temperature for 12h.Dry loading, column chromatography (300-400 mesh chromatography silica gel) to obtain 54.6mg of product,(Eluent: n-hexane), yield 77%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0057-0058

72
[ 719-98-2 ]
[ 622-96-8 ]
C₁₀H₁₁F₃S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
51%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weigh first (64.3mg, 0.26mmol), 4CzIPN (3.2mg, 0.004mmol),K2CO3 (5.52mg, 0.04mmol), added to the reaction tube,Pumped through the vacuum line three times, under an argon atmosphere,Add 4mL of anhydrous acetonitrile, then carefully add (24.1mg, 0.2mmol),Then placed under the irradiation of two 45W blue light lamps, the reaction at room temperature for 12h.Dry loading, column chromatography (300-400 mesh chromatography silica gel) to obtain 22.5mg of product,(Eluent: n-hexane), yield 51%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0059-0060

73
[ 719-98-2 ]
(4-propyl-phenyl)-acetic acid methyl ester [ No CAS ]
C₁₃H₁₅F₃O₂S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
51%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weigh first (64.3mg, 0.26mmol), 4CzIPN (3.2mg, 0.004mmol),K2CO3 (2.76mg, 0.02mmol), added to the reaction tube,Pumped through the vacuum line three times, under an argon atmosphere,Add 4mL of anhydrous acetonitrile, then carefully add (38.5mg, 0.2mmol),Then placed under the irradiation of two 45W blue light lamps, the reaction at room temperature for 12h.Dry loading, column chromatography (300-400 mesh chromatography silica gel, the same below) to obtain the product 17.5mg,(Eluent: volume ratio, petroleum ether 60-90: ethyl acetate = 5: 10),Yield 51%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0061-0062

74
[ 719-98-2 ]
C₁₃H₂₀O [ No CAS ]
C₁₄H₁₉F₃OS [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
72%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weigh first (64.3mg, 0.26mmol), 4CzIPN (3.2mg, 0.004mmol),K2CO3 (2.76mg, 0.02mmol), added to the reaction tube,Pumped through the vacuum line three times, under an argon atmosphere,Add 4mL of anhydrous acetonitrile, then carefully add (38.5mg, 0.2mmol),Then placed under the irradiation of two 45W blue light lamps, the reaction at room temperature for 12h.Dry loading, column chromatography (300-400 mesh chromatography silica gel, the same below) to obtain the product 42.0mg,(Eluent: n-hexane), yield 72%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0063-0064

75
[ 719-98-2 ]
[ 101-81-5 ]
diphenylmethyl trifluoromethyl sulfide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
83%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weigh first (74.1mg, 0.3mmol), 4CzIPN (3.2mg, 0.004mmol),K2CO3 (5.52mg, 0.04mmol), added to the reaction tube,Pumped through the vacuum line three times, under an argon atmosphere,Add 4mL of anhydrous acetonitrile, then carefully add (purchased from Nanjing Chemical Reagent Co., Ltd; 33.7mg, 0.2mmol),Then placed under the irradiation of two 45W blue light lamps, the reaction at room temperature for 12h.Dry loading, column chromatography (300-400 mesh chromatography silica gel, the same below) to obtain 44.5mg of product,(Eluent: n-hexane), yield 83%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0065-0066

76
[ 719-98-2 ]
[ 40817-08-1 ]
C₁₉H₁₈F₃NS [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
50%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weigh first (64.3mg, 0.26mmol), 4CzIPN (3.2mg, 0.004mmol),K2CO3 (4.14mg, 0.03mmol), added to the reaction tube,Pumped through the vacuum line three times, under an argon atmosphere,Add 4mL of anhydrous acetonitrile, and then carefully add (purchased from Sann Chemical Technology (Shanghai) Co., Ltd.; 49.9mg, 0.2mmol),Then placed under the irradiation of two 45W blue light lamps, the reaction at room temperature for 12h.Dry loading, column chromatography (300-400 mesh chromatography silica gel, the same below) to obtain the product 34.7mg,(Eluent: volume ratio, petroleum ether 60-90: ethyl acetate = 50: 1),The yield is 50%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0067-0068

77
[ 86-73-7 ]
[ 719-98-2 ]
(9H-fluorene-9,9-diyl)bis[(trifluoromethyl)sulfane] [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
48%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 36.0h;Inert atmosphere; Irradiation;	Weigh first (56.8mg, 0.23mmol), 4CzIPN (1.6mg, 0.002mmol),K2CO3 (2.78mg, 0.02mmol), added to the reaction tube,Pumped through the vacuum line three times, under an argon atmosphere,Add 2mL of anhydrous acetonitrile, and then carefully add (purchased from Sann Chemical Technology (Shanghai) Co., Ltd.;16.7mg, 0.1mmol), and then placed under the irradiation of two 45W blue light lamps, the reaction at room temperature for 36h.Dry loading, column chromatography (300-400 mesh chromatography silica gel, the same below) to give the product 17.7mg,(Eluent: n-hexane), yield 48%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0069-0070

78
[ 719-98-2 ]
[ 105-05-5 ]
C₁₂H₁₂F₆S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
51%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 36.0h;Inert atmosphere; Irradiation;	Weigh first (123.5mg, 0.5mmol), 4CzIPN (3.2mg, 0.004mmol),K2CO3 (5.52mg, 0.04mmol), added to the reaction tube, pumped through the vacuum line three times,Under argon atmosphere, add 2mL of anhydrous acetonitrile,Then join carefully (purchased from Shanghai Aladdin Biochemical Technology Co., Ltd; 26.9mg, 0.1mmol),Then placed under the irradiation of two 45W blue light lamps, the reaction at room temperature for 36h.Dry loading, column chromatography (300-400 mesh chromatography silica gel, the same below) to obtain the product 34.2mg,(Eluent: n-hexane), yield 51%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0071-0072

79
[ 719-98-2 ]
[ 53179-13-8 ]
C₁₃H₁₀F₃NOS [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
51%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 24.0h;Inert atmosphere; Irradiation;	Weigh first (37.1mg, 0.15mmol), (purchased from Shanghai McLean Biochemical Technology Co., Ltd; 18.5mg, 0.1mmol), 4CzIPN (1.6mg, 0.002mmol),K2CO3 (2.78mg, 0.02mmol), added to the reaction tube,Pumped through the vacuum line three times, under an argon atmosphere,Add 2mL of anhydrous acetonitrile, then place under the irradiation of two 45W blue lights,Reaction at room temperature for 24h.Dry loading, column chromatography (300-400 mesh chromatography silica gel, the same below) to obtain the product 18.5mg,(Eluent: volume ratio, petroleum ether 60-90: ethyl acetate = 2:1), yield 51%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0073-0074

80
[ 719-98-2 ]
C₁₉H₂₈O₂ [ No CAS ]
C₂₀H₂₇F₃O₂S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
53%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weigh (64.3mg, 0.26mmol), (57.7mg, 0.2mmol),4CzIPN (3.2mg, 0.004mmol), K2CO3 (5.52mg, 0.04mmol),Add to the reaction tube, and ventilate through the vacuum line three times, under an argon atmosphere,4mL of anhydrous acetonitrile was added, and then placed under 45W blue light irradiation, and reacted at room temperature for 12h.Dry loading, column chromatography (300-400 mesh chromatography silica gel) to obtain 52.5mg of product,(Eluent: volume ratio, petroleum ether 60-90: ethyl acetate = 50: 1),Yield 53%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0077-0078

81
[ 719-98-2 ]
[ 13171-00-1 ]
C₁₈H₂₃F₃OS [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
62%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weigh first (64.3mg, 0.26mmol), (purchased from Shanghai Bide Pharmaceutical Technology Co., Ltd; 48.9mg, 0.2mmol),4CzIPN (3.2mg, 0.004mmol), K2CO3 (5.52mg, 0.04mmol),Add the reaction tube, and pump through the vacuum line three times,Under an argon atmosphere, 4 mL of anhydrous acetonitrile was added, and then placed under the irradiation of a 45 W blue light, and reacted at room temperature for 12 h.Dry loading, column chromatography (300-400 mesh chromatography silica gel) to obtain the product 42.8mg,(Eluent: volume ratio, petroleum ether 60-90: ethyl acetate = 50:1), yield 62%

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0079-0080

82
[ 719-98-2 ]
C₂₈H₃₈O₃ [ No CAS ]
C₂₉H₃₇F₃O₃S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
71%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 24.0h;Inert atmosphere; Irradiation;	Weigh (37.1mg, 0.15mmol), (42.3mg, 0.1mmol),4CzIPN (1.6mg, 0.002mmol), K2CO3 (5.52mg, 0.02mmol),Add to the reaction tube, and ventilate through the vacuum line three times, under an argon atmosphere,2mL of anhydrous acetonitrile was added, and then placed under 45W blue light irradiation, and reacted at room temperature for 24h.Dry loading, column chromatography (300-400 mesh chromatography silica gel) to obtain the product 37.1mg,(Eluent: volume ratio, petroleum ether 60-90: ethyl acetate = 10:1),The yield is 71%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0083-0084

83
[ 719-98-2 ]
[ 61566-34-5 ]
C₁₅H₁₉F₃O₂S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
81%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	First weigh out (64.3mg, 0.26mmol), 4CzIPN (3.2mg, 0.004mmol), K2CO3 (5.52mg, 0.04mmol), add to the reaction tube, and ventilate through the vacuum line three times,Under argon atmosphere, add 4mL of anhydrous acetonitrile, and then add (44.1mg, 0.2mmol),Then placed under 45W blue light irradiation, the reaction at room temperature for 12h.Dry loading, column chromatography (300-400 mesh chromatography silica gel) to obtain 52.5mg of product,(Eluent: volume ratio, petroleum ether 60-90: ethyl acetate = 50:1),The yield is 81%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0087-0088

84
[ 719-98-2 ]
methyl 5-(2,5-dimethylphenoxy)-2,2-dimethyl-pentanoate [ No CAS ]
C₁₇H₂₃F₃O₃S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
53%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weigh first (64.3mg, 0.26mmol), 4CzIPN (3.2mg, 0.004mmol),K2CO3 (5.52mg, 0.04mmol), added to the reaction tube, pumped through the vacuum line three times,Under argon atmosphere, add 4mL of anhydrous acetonitrile, and then add (52.9, 0.2mmol),Then placed under 45W blue light irradiation, the reaction at room temperature for 12h.Dry loading, column chromatography (300-400 mesh chromatography silica gel) to obtain product 38.2mg,(Eluent: volume ratio, petroleum ether 60-90: ethyl acetate = 50:1),Yield 53%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0091-0092

85
[ 719-98-2 ]
C₁₇H₂₃NO₅ [ No CAS ]
C₁₈H₂₂F₃NO₅S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
63%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weigh first (64.3mg, 0.26mmol),(64.3mg, 0.2mmol), 4CzIPN (3.2mg, 0.004mmol),K2CO3 (5.52mg, 0.04mmol), added to the reaction tube, pumped through the vacuum line three times,Under argon atmosphere, add 4mL of anhydrous acetonitrile,Then placed under 45W blue light irradiation, the reaction at room temperature for 12h.Dry loading, column chromatography (300-400 mesh chromatography silica gel) to obtain 53.2mg of product,(Eluent: volume ratio, petroleum ether 60-90: ethyl acetate = 10:1),Yield 63%

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0093-0094

86
[ 719-98-2 ]
2-isopentylbenzo[b]thiophene [ No CAS ]
C₁₄H₁₅F₃S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
73%	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; In acetonitrile; at 20.0℃; for 12.0h;Inert atmosphere; Irradiation;	Weigh in sequence (synthesized according to the above method, the same below) (64.3mg, 0.26mmol),2-isoamylbenzo[b]thiophene (40.8mg, 0.2mmol),4CzIPN (provided by Beijing Warwick Ricoh Chemical Co., Ltd., the same below) (3.2mg, 0.004mmol),K2CO3 (5.52mg, 0.04mmol), added to the reaction tube,Pumped through the vacuum line three times, under argon atmosphere, add 4mL of anhydrous acetonitrile.Then placed under two 45W blue light lamps (Kessil, A360NE/WE, the same below.),Reaction at room temperature for 12h.Dry loading, column chromatography (300-400 mesh chromatography silica gel) to obtain 44.4mg of product,(Eluent: n-hexane), yield 73%,

Reference： [1]Patent: CN111087385,2020,A .Location in patent: Paragraph 0051-0052

87
[ 719-98-2 ]
1-fluorodec-2-yne [ No CAS ]
(3,3-difluorodec-1-en-2-yl)(trifluoromethyl)sulfane [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2020,vol. 59,p. 11010 - 11019
Angew. Chem.,2020,vol. 132,p. 11103 - 11112,10

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
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CAS No. :	719-98-2	MDL No. :	MFCD18449627
Formula :	C₉H₄F₃NO₂S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	CFNSRIIHFLPQCE-UHFFFAOYSA-N
M.W :	247.19	Pubchem ID :	11334100
Synonyms :

Num. heavy atoms :	16
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.11
Num. rotatable bonds :	2
Num. H-bond acceptors :	5.0
Num. H-bond donors :	0.0
Molar Refractivity :	54.5
TPSA :	62.68 Å²

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.31 cm/s

Log Po/w (iLOGP) :	1.81
Log Po/w (XLOGP3) :	2.11
Log Po/w (WLOGP) :	3.33
Log Po/w (MLOGP) :	2.02
Log Po/w (SILICOS-IT) :	2.04
Consensus Log Po/w :	2.26

[ CAS No. 719-98-2 ] {[proInfo.proName]}

Quality Control of [ 719-98-2 ]

Related Doc. of [ 719-98-2 ]

Product Details of [ 719-98-2 ]

Calculated chemistry of [ 719-98-2 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 719-98-2 ]

Application In Synthesis of [ 719-98-2 ]

[ 719-98-2 ] Synthesis Path-Downstream 1~87

Related Functional Groups of
[ 719-98-2 ]

Amides

Related Parent Nucleus of
[ 719-98-2 ]

Indolines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Log S (ESOL) :	-2.85
Solubility :	0.351 mg/ml ; 0.00142 mol/l
Class :	Soluble
Log S (Ali) :	-3.06
Solubility :	0.217 mg/ml ; 0.000877 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.06
Solubility :	0.213 mg/ml ; 0.000861 mol/l
Class :	Soluble

PAINS :	0.0 alert
Brenk :	2.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.82

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302	Packing Group:	N/A
GHS Pictogram:

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

[ CAS No. 719-98-2 ] {[proInfo.proName]}

Quality Control of [ 719-98-2 ]

Related Doc. of [ 719-98-2 ]

Product Details of [ 719-98-2 ]

Calculated chemistry of [ 719-98-2 ]

Physicochemical Properties

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Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

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[ 719-98-2 ] Synthesis Path-Downstream 1~87

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Amides

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Indolines

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[ 719-98-2 ]

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[ 719-98-2 ]