[ CAS No. 104190-22-9 ] {[proInfo.proName]}

Name: 104190-22-9|1-(2-Ethynylphenyl)ethanone|95%
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Quality Control of [ 104190-22-9 ]

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Product Details of [ 104190-22-9 ]

CAS No. :	104190-22-9	MDL No. :	MFCD18207358
Formula :	C₁₀H₈O	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	YQXSJPABBZMARN-UHFFFAOYSA-N
M.W :	144.17	Pubchem ID :	582213
Synonyms :

Safety of [ 104190-22-9 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P330-P362-P403+P233-P501	UN#:	N/A
Hazard Statements:	H302-H312-H332	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 104190-22-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 104190-22-9 ]

[ 104190-22-9 ] Synthesis Path-Downstream 1~88

1
[ 104190-22-9 ]
[ 153093-72-2 ]

Reference： [1]Liebigs Annalen der Chemie,1993,p. 1009 - 1016
[2]Journal of Organic Chemistry,2018,vol. 83,p. 7799 - 7813
[3]Advanced Synthesis and Catalysis,2021,vol. 363,p. 4024 - 4032

2
[ 69739-34-0 ]
[ 104190-22-9 ]
tert-Butyl-[1-(2-ethynyl-phenyl)-vinyloxy]-dimethyl-silane [ No CAS ]

Reference： [1]Tetrahedron Letters,2001,vol. 42,p. 5809 - 5812

3
[ 111-34-2 ]
[ 104190-22-9 ]
(+/-)-(1RS,3SR,3aSR,5SR,9bSR)-3,5-methano-5-methyl-1-propyl-1,3,3a,9b-tetrahydrofuro[3,4-c]isochromene [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2005,vol. 127,p. 2709 - 2716
[2]Journal of the American Chemical Society,2001,vol. 123,p. 5814 - 5815

4
[ 2678-54-8 ]
[ 104190-22-9 ]
(+/-)-(1RS,3SR,3aSR,5SR,9bSR)-1,5-dimethyl-3-ethoxy-3,5-methano-1,3,3a,9b-tetrahydrofuro[3,4-c]isochromene [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2005,vol. 127,p. 2709 - 2716
[2]Journal of the American Chemical Society,2001,vol. 123,p. 5814 - 5815

5
[ 104190-22-9 ]
[ 704-00-7 ]

Reference： [1]Journal of the American Chemical Society,2001,vol. 123,p. 5814 - 5815

6
[ 67-56-1 ]
[ 201230-82-2 ]
[ 104190-22-9 ]
(Z)-3-methoxy-1-[(methoxycarbonyl)methylene]-3-methyl-1,3-dihydroisobenzofuran [ No CAS ]
(E)-3-methoxy-1-[(methoxycarbonyl)methylene]-3-methyl-1,3-dihydroisobenzofuran [ No CAS ]

Reference： [1]European Journal of Organic Chemistry,2004,p. 574 - 585

7
[ 67-56-1 ]
[ 201230-82-2 ]
[ 104190-22-9 ]
dimethyl 2-(2-dimethoxymethylphenyl)-but-2-enedioate [ No CAS ]

Reference： [1]European Journal of Organic Chemistry,2004,p. 574 - 585

8
[ 201230-82-2 ]
[ 67-63-0 ]
[ 104190-22-9 ]
(Z)-3-isopropoxy-1-[(isopropoxycarbonyl)methylene]-3-methyl-1,3-dihydroisobenzofuran [ No CAS ]
(E)-3-isopropoxy-1-[(isopropoxycarbonyl)methylene]-3-methyl-1,3-dihydroisobenzofuran [ No CAS ]

Reference： [1]European Journal of Organic Chemistry,2004,p. 574 - 585

9
[ 104190-22-9 ]
[ 153093-73-3 ]

Reference： [1]Liebigs Annalen der Chemie,1993,p. 1009 - 1016

10
[ 104190-22-9 ]
8,9,12,13-tetradehydro-6,7-dihydro-5H-benzoundecen-5-one [ No CAS ]

Reference： [1]Liebigs Annalen der Chemie,1993,p. 1009 - 1016

11
[ 104190-22-9 ]
[ 153093-74-4 ]

Reference： [1]Liebigs Annalen der Chemie,1993,p. 1009 - 1016

12
[ 1156005-30-9 ]
[ 104190-22-9 ]
22,25-bis{2-(2-acetylphenyl)-1-ethynyl}-1,20-dioxa[7.7]paracyclophane [ No CAS ]
22,25-bis{2-(2-acetylphenyl)-1-ethynyl}-1,20-dioxa[7.7]paracyclophane [ No CAS ]

Reference： [1]Chemical Communications,2009,p. 1870 - 1872

13
[ 917-64-6 ]
[ 104190-22-9 ]
2-(2-ethynyl-phenyl)-propan-2-ol [ No CAS ]

Reference： [1]Organic Letters,2009,vol. 11,p. 5350 - 5353

14
1-(2-((trimethylsilyl)ethynyl)phenyl)ethanone [ No CAS ]
[ 104190-22-9 ]

Yield	Reaction Conditions	Operation in experiment
99%	With potassium carbonate; In methanol; at 20℃; for 3h;	To an eggplant flask was added 1-(2-((trimethylsilyl)ethynyl)phenyl)ethan-1-one (5.83g, 0.027mol), potassium carbonate (0.37g, 0.0027mol) and methanol , and stirred at room temperature for 3 hours. After the reaction was completed, it was quenched by adding saturated ammonium chloride solution, extracted with dichloromethane, washed with water, dried over sodium sulfate, and concentrated to obtain 1-(2-ethynylphenyl)ethan-1-one with a yield of 99%.

Reference： [1]Patent: CN114133336,2022,A .Location in patent: Paragraph 0081; 0085
[2]Organic Letters,2014,vol. 16,p. 5588 - 5591
[3]Journal of Organic Chemistry,2015,vol. 80,p. 11360 - 11368
[4]Organic Letters,2009,vol. 11,p. 5350 - 5353
[5]Chemical Communications,2013,vol. 49,p. 11320 - 11322
[6]Journal of Organic Chemistry,2018,vol. 83,p. 7799 - 7813
[7]Advanced Synthesis and Catalysis,2019,vol. 361,p. 3612 - 3618
[8]Advanced Synthesis and Catalysis,2021,vol. 363,p. 4024 - 4032
[9]Chinese Journal of Chemistry,2022,vol. 40,p. 46 - 52

15
[ 3607-17-8 ]
[ 104190-22-9 ]
[ 1309565-92-1 ]

Reference： [1]Organic Letters,2011,vol. 13,p. 3190 - 3193

16
[ 104190-22-9 ]
[ 1309565-80-7 ]

Reference： [1]Organic Letters,2011,vol. 13,p. 3190 - 3193

17
[ 104190-22-9 ]
C₁₇H₂₂O₂ [ No CAS ]

Reference： [1]Chemistry - A European Journal,2013,vol. 19,p. 14787 - 14790

18
[ 104190-22-9 ]
[ 149-73-5 ]
o-ethynylacetophenone [ No CAS ]

Reference： [1]Chemistry - A European Journal,2013,vol. 19,p. 14787 - 14790

19
[ 589-87-7 ]
[ 104190-22-9 ]
1-(2-((4-bromophenyl)ethynyl)phenyl)ethan-1-one [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2013,vol. 52,p. 13284 - 13288
Angew. Chem.,2013,vol. 125,p. 13526 - 13530,5

20
[ 625-95-6 ]
[ 104190-22-9 ]
1-{2-[2-(3-methylphenyl)ethynyl]phenyl}ethan-1-one [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2013,vol. 52,p. 13284 - 13288
Angew. Chem.,2013,vol. 125,p. 13526 - 13530,5

21
[ 19099-56-0 ]
[ 104190-22-9 ]
C₁₉H₁₈O [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2013,vol. 52,p. 13284 - 13288
Angew. Chem.,2013,vol. 125,p. 13526 - 13530,5

22
[ 591-18-4 ]
[ 104190-22-9 ]
1-(2-((3-bromophenyl)ethynyl)phenyl)ethan-1-one [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2013,vol. 52,p. 13284 - 13288
Angew. Chem.,2013,vol. 125,p. 13526 - 13530,5
[2]Advanced Synthesis and Catalysis,2019,vol. 361,p. 3612 - 3618

23
[ 31599-61-8 ]
[ 104190-22-9 ]
C₁₈H₁₆O [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2013,vol. 52,p. 13284 - 13288
Angew. Chem.,2013,vol. 125,p. 13526 - 13530,5

24
[ 22445-41-6 ]
[ 104190-22-9 ]
1-(2-((3,5-dimethylphenyl)ethynyl)phenyl)ethan-1-one [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2013,vol. 52,p. 13284 - 13288
Angew. Chem.,2013,vol. 125,p. 13526 - 13530,5

25
[ 25245-27-6 ]
[ 104190-22-9 ]
C₁₈H₁₆O₃ [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2013,vol. 52,p. 13284 - 13288
Angew. Chem.,2013,vol. 125,p. 13526 - 13530,5

26
[ 124-38-9 ]
[ 104190-22-9 ]
[ 74-88-4 ]
[ 1487303-55-8 ]
methyl (E)-2-[3-methyleneisobenzofuran-1(3H)-ylidene]acetate [ No CAS ]

Reference： [1]Chemical Communications,2013,vol. 49,p. 11320 - 11322

27
[ 2142-69-0 ]
[ 104190-22-9 ]

Reference： [1]Chemical Communications,2013,vol. 49,p. 11320 - 11322
[2]Journal of Organic Chemistry,2015,vol. 80,p. 11360 - 11368
[3]Journal of Organic Chemistry,2018,vol. 83,p. 7799 - 7813
[4]Advanced Synthesis and Catalysis,2019,vol. 361,p. 3612 - 3618
[5]Advanced Synthesis and Catalysis,2021,vol. 363,p. 4024 - 4032

28
[ 624-31-7 ]
[ 104190-22-9 ]
[ 1262832-17-6 ]

Reference： [1]Journal of Organic Chemistry,2015,vol. 80,p. 11360 - 11368

29
[ 619-44-3 ]
[ 104190-22-9 ]
methyl 4-((2-acetylphenyl)ethynyl)benzoate [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2015,vol. 80,p. 11360 - 11368

30
[ 90-14-2 ]
[ 104190-22-9 ]
1-{2-[2-(naphthalen-1-yl)ethynyl]phenyl}ethan-1-one [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2015,vol. 80,p. 11360 - 11368

31
[ 62-53-3 ]
[ 104190-22-9 ]
[ 90-30-2 ]

Reference： [1]Journal of Organic Chemistry,2016,vol. 81,p. 1696 - 1703

32
[ 2142-70-3 ]
[ 104190-22-9 ]

Reference： [1]Organic Letters,2014,vol. 16,p. 5588 - 5591

33
[ 104190-22-9 ]
C₁₈H₁₉NO₄S [ No CAS ]

Reference： [1]Organic Letters,2014,vol. 16,p. 5588 - 5591

34
[ 941-55-9 ]
[ 104190-22-9 ]
C₁₇H₁₅N₃O₃S [ No CAS ]

Reference： [1]Organic Letters,2014,vol. 16,p. 5588 - 5591

35
[ 78331-59-6 ]
[ 104190-22-9 ]
C₂₀H₂₄O₅ [ No CAS ]

Reference： [1]Chemical Science,2016,vol. 7,p. 4134 - 4139

36
1-(2-((triisopropylsilyl)ethynyl)phenyl)ethan-1-one [ No CAS ]
[ 104190-22-9 ]

Reference： [1]Journal of Organic Chemistry,2017,vol. 82,p. 13003 - 13011

37
[ 696-62-8 ]
[ 104190-22-9 ]
[ 745825-75-6 ]

Reference： [1]Journal of Organic Chemistry,2017,vol. 82,p. 13003 - 13011
[2]Advanced Synthesis and Catalysis,2019,vol. 361,p. 3612 - 3618
[3]Chinese Journal of Chemistry,2022,vol. 40,p. 46 - 52

38
[ 593-56-6 ]
[ 104190-22-9 ]
C₁₁H₁₁NO [ No CAS ]
C₁₁H₁₁NO [ No CAS ]

Reference： [1]Chemistry - A European Journal,2018,vol. 24,p. 9530 - 9534

39
[ 615-43-0 ]
[ 104190-22-9 ]
1-(2-((2-aminophenyl)ethynyl)phenyl)ethan-1-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 20℃; for 5h;Inert atmosphere;	General procedure: To a 50 mL oven-dried flask containing a magnetic stirring bar, Pd(PPh3)2Cl2 (14.0 mg, 0.02 mmol, 1.0 mol %), CuI (2.0 mg, 0.01 mmol, 0.5 mol %), 4-(tert-butyl)-2-iodoaniline (550.0 mg, 2.0 mmol), 2 (317.0 mg,2.2 mmol) [26], and Et3N (10 mL) were added in sequence under argon atmosphere at room temperature. The resulting reaction mixture was stirred for 5 h, then the reaction mixture was filtered through a shortpad of celite, and the solid was washed with EtOAc (20 mL). The combined organic phase was concentrated under reduced pressure, andthe residue was purified by column chromatography on silica gel(eluent: petroleum ether/ethyl acetate=10:1) to afford pure product4c in 75% yield.

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 9125 - 9136
[2]Dyes and Pigments,2019,vol. 160,p. 58 - 63
[3]Chinese Journal of Chemistry,2022,vol. 40,p. 46 - 52

40
[ 29289-13-2 ]
[ 104190-22-9 ]
7-hydroxy-2,7-dimethylindazolo[2,3-b]isoquinolin-12(7H)-one [ No CAS ]

Reference： [1]Dyes and Pigments,2019,vol. 160,p. 58 - 63
[2]Journal of Organic Chemistry,2018,vol. 83,p. 9125 - 9136

41
[ 29289-13-2 ]
[ 104190-22-9 ]
1-(2-((2-amino-5-methylphenyl)ethynyl)phenyl)ethanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 20℃; for 5h;Inert atmosphere;	General procedure: To a 50 mL oven-dried flask containing a magnetic stirring bar, Pd(PPh3)2Cl2 (14.0 mg, 0.02 mmol, 1.0 mol %), CuI (2.0 mg, 0.01 mmol, 0.5 mol %), 4-(tert-butyl)-2-iodoaniline (550.0 mg, 2.0 mmol), 2 (317.0 mg,2.2 mmol) [26], and Et3N (10 mL) were added in sequence under argon atmosphere at room temperature. The resulting reaction mixture was stirred for 5 h, then the reaction mixture was filtered through a shortpad of celite, and the solid was washed with EtOAc (20 mL). The combined organic phase was concentrated under reduced pressure, andthe residue was purified by column chromatography on silica gel(eluent: petroleum ether/ethyl acetate=10:1) to afford pure product4c in 75% yield.

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 9125 - 9136
[2]Dyes and Pigments,2019,vol. 160,p. 58 - 63

42
[ 63069-48-7 ]
[ 104190-22-9 ]
2-chloro-7-hydroxy-7-methylindazolo[2,3-b]isoquinolin-12(7H)-one [ No CAS ]

Reference： [1]Dyes and Pigments,2019,vol. 160,p. 58 - 63
[2]Journal of Organic Chemistry,2018,vol. 83,p. 9125 - 9136

43
[ 63069-48-7 ]
[ 104190-22-9 ]
1-(2-((2-amino-5-chlorophenyl)ethynyl)phenyl)ethanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 20℃; for 5h;Inert atmosphere;	General procedure: To a 50 mL oven-dried flask containing a magnetic stirring bar, Pd(PPh3)2Cl2 (14.0 mg, 0.02 mmol, 1.0 mol %), CuI (2.0 mg, 0.01 mmol, 0.5 mol %), 4-(tert-butyl)-2-iodoaniline (550.0 mg, 2.0 mmol), 2 (317.0 mg,2.2 mmol) [26], and Et3N (10 mL) were added in sequence under argon atmosphere at room temperature. The resulting reaction mixture was stirred for 5 h, then the reaction mixture was filtered through a shortpad of celite, and the solid was washed with EtOAc (20 mL). The combined organic phase was concentrated under reduced pressure, andthe residue was purified by column chromatography on silica gel(eluent: petroleum ether/ethyl acetate=10:1) to afford pure product4c in 75% yield.

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 9125 - 9136
[2]Dyes and Pigments,2019,vol. 160,p. 58 - 63

44
[ 104190-22-9 ]
[ 163444-17-5 ]
1-(2-((2-amino-5-(trifluoromethyl)phenyl)ethynyl)phenyl)ethanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 20℃; for 5h;Inert atmosphere;	General procedure: To a 50 mL oven-dried flask containing a magnetic stirring bar, Pd(PPh3)2Cl2 (14.0 mg, 0.02 mmol, 1.0 mol %), CuI (2.0 mg, 0.01 mmol, 0.5 mol %), 4-(tert-butyl)-2-iodoaniline (550.0 mg, 2.0 mmol), 2 (317.0 mg,2.2 mmol) [26], and Et3N (10 mL) were added in sequence under argon atmosphere at room temperature. The resulting reaction mixture was stirred for 5 h, then the reaction mixture was filtered through a shortpad of celite, and the solid was washed with EtOAc (20 mL). The combined organic phase was concentrated under reduced pressure, andthe residue was purified by column chromatography on silica gel(eluent: petroleum ether/ethyl acetate=10:1) to afford pure product4c in 75% yield.

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 9125 - 9136
[2]Dyes and Pigments,2019,vol. 160,p. 58 - 63

45
[ 104190-22-9 ]
[ 128318-63-8 ]
1-(2-((2-amino-5-tert-butylphenyl)ethynyl)phenyl)ethanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%	With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 20℃; for 5h;Inert atmosphere;	To a 50 mL oven-dried flask containing a magnetic stirring bar, Pd(PPh3)2Cl2 (14.0 mg, 0.02 mmol, 1.0 mol %), CuI (2.0 mg, 0.01 mmol, 0.5 mol %), 4-(tert-butyl)-2-iodoaniline (550.0 mg, 2.0 mmol), 2 (317.0 mg,2.2 mmol) [26], and Et3N (10 mL) were added in sequence under argon atmosphere at room temperature. The resulting reaction mixture was stirred for 5 h, then the reaction mixture was filtered through a shortpad of celite, and the solid was washed with EtOAc (20 mL). The combined organic phase was concentrated under reduced pressure, andthe residue was purified by column chromatography on silica gel(eluent: petroleum ether/ethyl acetate=10:1) to afford pure product4c in 75% yield. Yellow solid, mp 91.0-92.0 C. IR ν (KBr, cm-1) 3477,3363, 1682, 1558, 1413, 1334, 1306, 1242, 1201, 1071, 1016, 891,741. 1H NMR (400 MHz, CDCl3) δ (ppm) 7.84-7.82 (m,1H, Ar-H),7.70-7.68 (m, 1H, Ar-H), 7.52-7.48 (m, 1H, Ar-H), 7.40-7.36 (m, 2H,2×Ar-H), 7.21 (dd, J=8.5, 2.3 Hz, 1H, Ar-H), 6.71 (d, J=8.5 Hz,1H, Ar-H), 4.61 (s, 2H, NH2), 2.68 (s, 3H, CH3), 1.29 (s, 9H, 3×CH3).13C NMR (101 MHz, CDCl3) δ 198.9, 147.2, 140.3, 138.3, 134.2, 131.9,129.8, 128.6, 127.9, 127.5, 122.7, 114.4, 106.9, 94.0, 92.6, 34.0, 31.5,28.9. HRMS (TOF MS CI+) calculated for C20H22NO+ [M+H+]+:292.1701, found 292.1696.

Reference： [1]Dyes and Pigments,2019,vol. 160,p. 58 - 63

46
[ 216393-67-8 ]
[ 104190-22-9 ]
2-chloro-4-fluoro-7-hydroxy-7-methylindazolo[2,3-b]isoquinolin-12(7H)-one [ No CAS ]

Reference： [1]Dyes and Pigments,2019,vol. 160,p. 58 - 63

47
[ 216393-67-8 ]
[ 104190-22-9 ]
1-(2-((2-amino-5-chloro-3-fluorophenyl)ethynyl)phenyl)ethanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%	With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 20℃; for 5h;Inert atmosphere;	General procedure: To a 50 mL oven-dried flask containing a magnetic stirring bar, Pd(PPh3)2Cl2 (14.0 mg, 0.02 mmol, 1.0 mol %), CuI (2.0 mg, 0.01 mmol, 0.5 mol %), 4-(tert-butyl)-2-iodoaniline (550.0 mg, 2.0 mmol), 2 (317.0 mg,2.2 mmol) [26], and Et3N (10 mL) were added in sequence under argon atmosphere at room temperature. The resulting reaction mixture was stirred for 5 h, then the reaction mixture was filtered through a shortpad of celite, and the solid was washed with EtOAc (20 mL). The combined organic phase was concentrated under reduced pressure, andthe residue was purified by column chromatography on silica gel(eluent: petroleum ether/ethyl acetate=10:1) to afford pure product4c in 75% yield.

Reference： [1]Dyes and Pigments,2019,vol. 160,p. 58 - 63

48
[ 593-56-6 ]
[ 104190-22-9 ]
C₁₁H₁₁NO [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 9125 - 9136

49
2-iodo-6-methylbenzenamine [ No CAS ]
[ 104190-22-9 ]
1-(2-((2-amino-3-methylphenyl)ethynyl)phenyl)ethanone [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 9125 - 9136

50
[ 13194-69-9 ]
[ 104190-22-9 ]
1-(2-((2-amino-4-methylphenyl)ethynyl)phenyl)ethanone [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 9125 - 9136

51
[ 4102-54-9 ]
[ 104190-22-9 ]
1-(2-((2-amino-3,5-dimethylphenyl)ethynyl)phenyl)ethanone [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 9125 - 9136

52
[ 61272-76-2 ]
[ 104190-22-9 ]
1-(2-((2-amino-5-fluorophenyl)ethynyl)phenyl)ethanone [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 9125 - 9136

53
[ 66416-72-6 ]
[ 104190-22-9 ]
1-(2-((2-amino-5-bromophenyl)ethynyl)phenyl)ethanone [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 9125 - 9136

54
[ 104190-22-9 ]
[ 191348-14-8 ]
1-(2-((2-amino-5-methoxyphenyl)ethynyl)phenyl)ethanone [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 9125 - 9136

55
C₁₄H₁₀IN [ No CAS ]
[ 104190-22-9 ]
1-(2-((2-amino-5-(phenylethynyl)phenyl)ethynyl)phenyl)ethanone [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 9125 - 9136

56
[ 90016-93-6 ]
[ 104190-22-9 ]
1-(2-((2-aminonaphthalen-1-yl)ethynyl)phenyl)ethanone [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 9125 - 9136

57
C₁₃H₁₂INO [ No CAS ]
[ 104190-22-9 ]
1-(2-((4-amino-4′-methoxybiphenyl-3-yl)ethynyl)phenyl)ethanone [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 9125 - 9136

58
[ 591-50-4 ]
[ 104190-22-9 ]
[ 171258-08-5 ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 9125 - 9136
[2]Advanced Synthesis and Catalysis,2019,vol. 361,p. 3612 - 3618

59
[ 104190-22-9 ]
C₁₆H₁₂O₂ [ No CAS ]

Reference： [1]Chimia,2018,vol. 72,p. 888 - 891

60
[ 67-56-1 ]
[ 103-69-5 ]
[ 104190-22-9 ]
1-(4-(3-(ethyl(phenyl)amino)prop-1-ynyl)phenyl)ethanone [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2019,vol. 58,p. 3838 - 3842
Angew. Chem.,2019,vol. 131,p. 3878 - 3882,5

61
[ 104190-22-9 ]
3-hydroxy-3-methyl-2,3-dihydro-1H-inden-1-one [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 13356 - 13362

62
[ 455-13-0 ]
[ 104190-22-9 ]
[ 745825-76-7 ]

Reference： [1]Advanced Synthesis and Catalysis,2019,vol. 361,p. 3612 - 3618

63
[ 104190-22-9 ]
1-(2-(7-methylcinnolin-3-yl)phenyl)ethanone [ No CAS ]

Reference： [1]Organic Letters,2019,vol. 21,p. 9291 - 9295

64
[ 1576-35-8 ]
[ 104190-22-9 ]
C₁₇H₁₆N₂O₂S [ No CAS ]

Reference： [1]Organic Letters,2019,vol. 21,p. 9291 - 9295

65
[ 100-52-7 ]
[ 104190-22-9 ]
[ 1338235-46-3 ]

Reference： [1]Advanced Synthesis and Catalysis,2019,vol. 361,p. 5605 - 5615

66
[ 1122-91-4 ]
[ 104190-22-9 ]
1-(2-acetylphenyl)-3-(4-bromophenyl)-3-hydroxypropan-1-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	With iron(III)-acetylacetonate; water; lithium perchlorate; C7H7N3C24H31PAu(1+)*CF3O3S(1-); In ethyl acetate; at 20℃;	General procedure: To a 0.3 mL EtOAc solution of Fe(acac)3 (0.02 equiv.,1.4 mg) and CyJohnphosAu(TA-Me)OTf(0.01 equiv., 1.6 mg), alkyne 1a (0.2 mmol) and aldehyde 2a (0.4 mmol), LiClO4 (0.1 eq, 2.1 mg)and H2O (5 equiv., 18 μL) were added. The reaction was stirred at room temperature for 10 hours.After the reaction completed, the reaction was filtrated through a pad of Celite. After evacuationof the solvent, the residues were purified by silica gel column chromatography to givecorresponding product. (For product 3ak, silica gel column caused dehydration of the product.Product 3ak was purified by aluminium oxide neutral column chromatography).

Reference： [1]Chem,2020,vol. 6,p. 1420 - 1431

67
[ 1191-99-7 ]
[ 22979-35-7 ]
[ 104190-22-9 ]
C₂₃H₂₂O₄ [ No CAS ]

Reference： [1]Chinese Journal of Chemistry,2020,vol. 38,p. 1052 - 1056

68
[ 541-59-3 ]
[ 22979-35-7 ]
[ 104190-22-9 ]
C₂₃H₁₉NO₅ [ No CAS ]

Reference： [1]Chinese Journal of Chemistry,2020,vol. 38,p. 1052 - 1056

69
ReCl3(PMePh2)3 [ No CAS ]
[ 104190-22-9 ]
C₃₆H₃₄Cl₃OP₂Re [ No CAS ]

Reference： [1]Chemical Communications,2021,vol. 57,p. 1643 - 1646

70
[ 104190-22-9 ]
[ 52095-40-6 ]

Reference： [1]Organic and Biomolecular Chemistry,2021,vol. 19,p. 3601 - 3610

71
[ 18676-68-1 ]
[ 98-86-2 ]
[ 104190-22-9 ]

Reference： [1]ACS Catalysis,2021,vol. 11,p. 7772 - 7779

72
[ 271-58-9 ]
[ 104190-22-9 ]
C₁₇H₁₃NO [ No CAS ]

Reference： [1]ACS Catalysis,2021,vol. 11,p. 7772 - 7779

73
1,3-dioxoisoindolin-2-yl 2,2-dimethylpent-4-enoate [ No CAS ]
[ 104190-22-9 ]
2,2,5-trimethyl-3,3a,4,5-tetrahydro-2H-cyclopenta[a]naphthalen-5-ol [ No CAS ]
2,2,5-trimethyl-3,3a,4,5-tetrahydro-2H-cyclopenta[a]naphthalen-5-ol [ No CAS ]

Reference： [1]Organic Letters,2021,vol. 23,p. 7839 - 7844

74
[ 104190-22-9 ]
[ 149-73-5 ]
C₁₁H₁₀O [ No CAS ]