[ CAS No. 530-48-3 ] {[proInfo.proName]}

Name: 530-48-3|Ethene-1,1-diyldibenzene|98% (stabilized with HQ)
Brand: Ambeed
SKU: A104720
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2D 3D

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Quality Control of [ 530-48-3 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 530-48-3 ]

SDS Specification

Alternatived Products of [ 530-48-3 ]

Product Details of [ 530-48-3 ]

CAS No. :	530-48-3	MDL No. :	MFCD00008583
Formula :	C₁₄H₁₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ZMYIIHDQURVDRB-UHFFFAOYSA-N
M.W :	180.25	Pubchem ID :	10740
Synonyms :

Calculated chemistry of [ 530-48-3 ]

Physicochemical Properties

Num. heavy atoms :	14
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.0
Num. rotatable bonds :	2
Num. H-bond acceptors :	0.0
Num. H-bond donors :	0.0
Molar Refractivity :	61.02
TPSA :	0.0 Å²

Pharmacokinetics

GI absorption :	Low
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-4.15 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.66
Log Po/w (XLOGP3) :	4.58
Log Po/w (WLOGP) :	3.75
Log Po/w (MLOGP) :	5.24
Log Po/w (SILICOS-IT) :	4.11
Consensus Log Po/w :	4.07

Druglikeness

Lipinski :	1.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-4.35
Solubility :	0.00814 mg/ml ; 0.0000452 mol/l
Class :	Moderately soluble
Log S (Ali) :	-4.3
Solubility :	0.00895 mg/ml ; 0.0000497 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-5.36
Solubility :	0.000789 mg/ml ; 0.00000438 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	1.6

Safety of [ 530-48-3 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 530-48-3 ]

* 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.

Upstream synthesis route of [ 530-48-3 ]
Downstream synthetic route of [ 530-48-3 ]

[ 530-48-3 ] Synthesis Path-Upstream 1~9

1
[ 530-48-3 ]
[ 673-40-5 ]
[ 18648-66-3 ]

Reference： [1] Beilstein Journal of Organic Chemistry, 2017, vol. 13, p. 1463 - 1469

2
[ 530-48-3 ]
[ 56075-37-7 ]
[ 18648-66-3 ]

Reference： [1] European Journal of Organic Chemistry, 2018, vol. 2018, # 38, p. 5297 - 5303

3
[ 110-86-1 ]
[ 108-24-7 ]
[ 530-48-3 ]
[ 853-23-6 ]

Reference： [1] Helvetica Chimica Acta, 1939, vol. 22, p. 741,746

4
[ 64-19-7 ]
[ 530-48-3 ]
[ 853-23-6 ]

Reference： [1] Helvetica Chimica Acta, 1939, vol. 22, p. 741,746

5
[ 110-86-1 ]
[ 108-24-7 ]
[ 530-48-3 ]
[ 853-23-6 ]

Reference： [1] Helvetica Chimica Acta, 1939, vol. 22, p. 741,746

6
[ 530-48-3 ]
[ 14337-43-0 ]
[ 163520-33-0 ]

Yield	Reaction Conditions	Operation in experiment
13 g	With sodium hydrogencarbonate In N,N-dimethyl-formamide at 25 - 30℃;	20 g of ethyl 2-chloro-2-(hydroxyimino)acetateprepared above, 23 g of 1,1-diphenylethylene, 100 ml of DMF, and put into 22 g of sodium hydrogencarbonate, and maintained at 25 ° C to 30 ° C for 6-8 h. After the reaction is completed, the mother liquor is obtained by suction filtration, DMF is recovered by vacuum distillation, and then washed with 100 ml of water, heated to 40 ° C - 50 ° C, and the lower oil layer is separated, stirred with 20 ml of triethylamine, cooled to 10 ° C - 15 ° C, and filtered. The product was obtained in an amount of 13 g and a content of 99.5percent.

Reference： [1] Patent: CN108440435, 2018, A, . Location in patent: Paragraph 0010; 0024; 0028; 0029; 0039

7
[ 530-48-3 ]
[ 163520-33-0 ]

Yield	Reaction Conditions	Operation in experiment
12.7 g	With triethylamine In diethyl ether for 2 h;	13.52 g (0.075 mol) of 1,1-diphenylethene and 5.06 g(0.05 mol) of triethylamine are dissolved in 200 ml of etherat 0° C., and 7.58 g (0.05 mol) of ethyl 2-chioro-2-hydroxi-minoacetate, dissolved in 100 ml of ether, are subsequentlyadded dropwise in the course of approximately two hours.Afier stirring has been continued for one hour at roomtemperature, 100 ml of H20 are added, and the mixture issubsequently extracted using ethet After drying over aMg504, the ether is distilled off and the residue is purifiedover a silica gel colunm (eluent: n-heptane:ethyl acetate=8:2). In this way, 12.7 g of product of melting point 78° C. to81° C. are obtained.As shown in FIG. 4, the X-ray powder diffraction patternof the resulting isoxadifen-ethyl products prepared abovehas no significant signals, which indicates the isoxadifen35 ethyl product prepared in accordance with the disclosure ofU.S. Pat. No. 5,516,750 is amorphous.

Reference： [1] Patent: US10015967, 2018, B2, . Location in patent: Page/Page column 8

8
[ 530-48-3 ]
[ 626-35-7 ]
[ 163520-33-0 ]

Reference： [1] Tetrahedron Asymmetry, 2008, vol. 19, # 24, p. 2850 - 2855

9
[ 95080-93-6 ]
[ 530-48-3 ]
[ 163520-33-0 ]

Reference： [1] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 15, p. 1997 - 2000

[ 530-48-3 ] Synthesis Path-Downstream 1~88

1
[ 530-48-3 ]
[ 1217-45-4 ]
C₃₀H₂₀N₂ [ No CAS ]

Reference： [1]Journal of the American Chemical Society,1980,vol. 102,p. 6083 - 6088

2
[ 530-48-3 ]
[ 22233-89-2 ]
[ 1118-69-0 ]
[ 24946-01-8 ]
[ 120007-33-2 ]

Reference： [1]Journal of Organic Chemistry USSR (English Translation),1987,vol. 23,p. 1517 - 1519
Zhurnal Organicheskoi Khimii,1987,vol. 23,p. 1696 - 1698

3
[ 530-48-3 ]
[ 2065-37-4 ]
[ 54988-91-9 ]

Reference： [1]Journal of Organic Chemistry,1985,vol. 50,p. 52 - 60
[2]Journal of the Chemical Society. Perkin Transactions 1 (2001),2000,p. 1149 - 1155

4
[ 530-48-3 ]
[ 6881-49-8 ]
4-oxo-2,2-diphenyl-6-thia-2,3,4,5,6,7-hexahydrobenzo<b>furan [ No CAS ]
7-oxo-4,4-diphenyl-2,3-dioxa-9-thiabicyclo<4.4.0>decan-1-ol [ No CAS ]

Reference： [1]Journal of Heterocyclic Chemistry,1993,vol. 30,p. 209 - 216

5
[ 2286-54-6 ]
[ 530-48-3 ]
[ 119-61-9 ]
[ 3531-24-6 ]

Reference： [1]Journal of Organic Chemistry,1980,vol. 45,p. 3630 - 3634

6
[ 530-48-3 ]
[ 22233-89-2 ]
[ 75-05-8 ]
[ 1118-69-0 ]
[ 24946-01-8 ]
[ 120007-33-2 ]

Reference： [1]Journal of Organic Chemistry USSR (English Translation),1987,vol. 23,p. 1517 - 1519
Zhurnal Organicheskoi Khimii,1987,vol. 23,p. 1696 - 1698

7
[ 530-48-3 ]
[ 908093-98-1 ]
[ 1499-10-1 ]
[ 1053-23-2 ]
[ 602-15-3 ]
[ 4960-55-8 ]
[ 983-79-9 ]
[ 632-51-9 ]

Reference： [1]Journal of the American Chemical Society,1988,vol. 110,p. 982 - 983

8
[ 530-48-3 ]
[ 109-72-8 ]
[ 5232-99-5 ]
[ 1530-19-4 ]
[ 1530-04-7 ]
[ 25634-96-2 ]
2-Cyano-3,3-diphenyl-heptanoic acid ethyl ester [ No CAS ]

Reference： [1]Tetrahedron,1995,vol. 51,p. 317 - 328

9
[ 530-48-3 ]
[ 4640-67-9 ]
3-cyano-2-(4-fluorophenyl)-5,5-diphenyl-4,5-dihydrofuran [ No CAS ]

Reference： [1]Synthesis,1997,p. 899 - 908

10
[ 530-48-3 ]
[ 4640-67-9 ]
4-cyano-3-(4-fluorophenyl)-6,6-diphenyl-1,2-dioxan-3-ol [ No CAS ]

Reference： [1]Synthesis,1997,p. 899 - 908

11
[ 530-48-3 ]
[ 1663-39-4 ]
[ 17407-09-9 ]
[ 102-92-1 ]
Polystyrene [ No CAS ]
Triblock copolymer: Polyisoprene-block-poly-(2-cinnamoylethyl methacrylate)-block-poly(tert-butyl acrylate); M_w (LS) [g/mol] 9.0E₃; 1,4-PI 92 percent; Pi block M_w/M_n 1.05 [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition in English,2000,vol. 39,p. X340-344

12
[ 95080-93-6 ]
[ 530-48-3 ]
[ 163520-33-0 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2001,vol. 11,p. 1997 - 2000

13
[ 530-48-3 ]
[ 1873-59-2 ]
4,4a,6,10b-tetrahydro-10b-hydroxy-3,3-diphenyl-4a-methyl-1,2-dioxino[4,3-c]quinolin-5(3H)-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
89%	With manganese(III) triacetate dihydrate; In acetic acid; at 23℃; for 15.0h;	General procedure: 4.3 Mn(III)-catalyzed aerobic oxidation of a mixture of alkenes 2 and 4-hydroxyquinolin-2(1H)-ones To a mixture of 1,1-diphenylethene 1 (Ar1=Ar2=Ph) (179.0 mg; 1 mmol) and quinolinone 2 (R=Me) (362.7 mg; 2.1 mmol) in glacial acetic acid (25 mL), Mn(OAc)3·2H2O (131.9 mg; 0.53 mmol) was added. The mixture was stirred at 23 C in air for 4 h, and then the reaction was quenched by adding water (40 mL) to the reaction mixture. The aqueous solution was extracted five times with CH2Cl2 (10 mL*5) and the combined extracts were washed twice with water, a saturated aqueous solution of sodium hydrogencarbonate, dried over anhydrous sodium sulfate, and concentrated to dryness. The residue was separated by silica gel flash column chromatography eluting with CH2Cl2/hexane (7:3 v/v), giving bis(hydroperoxide) 3a (210.1 mg; 71% yield based on the alkene 1 used) 4.3.19 4,4a,6,10b-Tetrahydro-10b-hydroxy-3,3-diphenyl-4a-methyl-1,2-dioxino[4,3-c]quinolin-5(3H)-one (7a: R=Me, Ar=Ph) Colorless microcrystals (from CH2Cl2/hexane), mp 195 C (decomp.). IR (KBr): nu 3382-2929 (OH and NH), 1678 (C=O) cm-1. 1H NMR (300 MHz, CDCl3): delta 10.1 (1H, s, NH), 7.73-7.70 (1H, m, arom H), 7.57 (1H, br s, arom H), 7.46-7.43 (3H, m, arom H), 7.34-7.01 (8H, m, arom H), 6.77-6.75 (1H, m, arom H), 3.47 (1H, br s, OH), 3.34 (1H, br, HCH), 2.75 (1H, d, J=13.5 Hz, HCH), 1.10 (3H, s, Me) ppm. 13C NMR (75 MHz, CDCl3): delta 171.2 (C=O), 144.8, 142.0 (2C, arom C), 136.7 (2C, arom C), 130.4 (arom C), 128.0 (4C, arom CH), 127.2 (2C, arom CH), 127.1 (arom C), 127.0 (2C, arom CH), 126.3 (arom CH), 125.4 (2C, arom CH), 122.0 (arom CH), 99.0 (C-10b), 84.4 (C-3), 44.0 (C-4a), 30.3 (CH2), 22.3 (Me) ppm. Anal. Calcd for C24H21NO4: C, 74.40; H, 5.46; N, 3.62. Found: C, 74.20; H, 5.41; N, 3.59.

Reference： [1]Tetrahedron Letters,2004,vol. 45,p. 703 - 706
[2]Tetrahedron,2014,vol. 70,p. 1437 - 1450

14
[ 530-48-3 ]
[ 1873-59-2 ]
3-methyl-3-(2,2-diphenylethenyl)quinoline-2,4(1H,3H)-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
79%	With manganese(III) triacetate dihydrate; In acetic acid; for 30.0h;Reflux;	General procedure: 4.5 Mn(III)-mediated oxidation of alkenes in the presence of 4-hydroxyquinolin-2(1H)-ones and the related substrates at reflux temperature (0042) A mixture of 1,1-diphenylethene 1 (Ar=Ph) (181.3mg; 1mmol), 4-hydroxy-2-quinolinone 2 (R=Me, X=H) (351.4mg; 2mmol), and Mn(OAc)3·2H2O (814.4mg; 3mmol) in glacial acetic acid (25mL) was heated under reflux until the brown color of Mn(III) disappeared (normally for 3min). The solvent was removed in vacuo and water (25mL) was added to the reaction mixture. The aqueous solution was then extracted three times with dichloromethane (20mL). The combined extracts were washed with a saturated aqueous solution of sodium hydrogencarbonate, dried over anhydrous sodium sulfate, and then concentrated to dryness. The residue was separated on silica gel TLC developed with 5% methanol/dichloromethane, giving the products 9a (310.6mg; 87%) and 10a (23.6mg; 7%) (Table 3, entry 2). Molar ratio and reaction times of other oxidation are shown in Tables 3-5. The products were further purified by recrystallization from an appropriate solvent for the analytical sample, and their physical data are given below.

Reference： [1]Heterocyclic Communications,2004,vol. 10,p. 135 - 138
[2]Tetrahedron,2014,vol. 70,p. 1437 - 1450

15
[ 530-48-3 ]
[ 1873-59-2 ]
3,3a,5,9b-tetrahydro-9b-hydroxy-3a-methyl-2,2-diphenylfuro[3,2-c]quinolin-4(2H)-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
72%	With copper diacetate; manganese(III) triacetate dihydrate; In acetic acid; at 23℃; for 3.5h;	General procedure: 4.5 Mn(III)-mediated oxidation of alkenes in the presence of 4-hydroxyquinolin-2(1H)-ones and the related substrates at reflux temperature (0042) A mixture of 1,1-diphenylethene 1 (Ar=Ph) (181.3mg; 1mmol), 4-hydroxy-2-quinolinone 2 (R=Me, X=H) (351.4mg; 2mmol), and Mn(OAc)3·2H2O (814.4mg; 3mmol) in glacial acetic acid (25mL) was heated under reflux until the brown color of Mn(III) disappeared (normally for 3min). The solvent was removed in vacuo and water (25mL) was added to the reaction mixture. The aqueous solution was then extracted three times with dichloromethane (20mL). The combined extracts were washed with a saturated aqueous solution of sodium hydrogencarbonate, dried over anhydrous sodium sulfate, and then concentrated to dryness. The residue was separated on silica gel TLC developed with 5% methanol/dichloromethane, giving the products 9a (310.6mg; 87%) and 10a (23.6mg; 7%) (Table 3, entry 2). Molar ratio and reaction times of other oxidation are shown in Tables 3-5. The products were further purified by recrystallization from an appropriate solvent for the analytical sample, and their physical data are given below.

Reference： [1]Heterocyclic Communications,2004,vol. 10,p. 135 - 138
[2]Tetrahedron,2014,vol. 70,p. 1437 - 1450

16
[ 530-48-3 ]
[ 1677-44-7 ]
3,5-dihydro-8-methyl-2,2-diphenylfuro[3,2-c]quinolin-4(2H)-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
44%	With manganese(III) triacetate dihydrate; In acetic acid; for 30.0h;Reflux;	General procedure: 4.5 Mn(III)-mediated oxidation of alkenes in the presence of 4-hydroxyquinolin-2(1H)-ones and the related substrates at reflux temperature (0042) A mixture of 1,1-diphenylethene 1 (Ar=Ph) (181.3mg; 1mmol), 4-hydroxy-2-quinolinone 2 (R=Me, X=H) (351.4mg; 2mmol), and Mn(OAc)3·2H2O (814.4mg; 3mmol) in glacial acetic acid (25mL) was heated under reflux until the brown color of Mn(III) disappeared (normally for 3min). The solvent was removed in vacuo and water (25mL) was added to the reaction mixture. The aqueous solution was then extracted three times with dichloromethane (20mL). The combined extracts were washed with a saturated aqueous solution of sodium hydrogencarbonate, dried over anhydrous sodium sulfate, and then concentrated to dryness. The residue was separated on silica gel TLC developed with 5% methanol/dichloromethane, giving the products 9a (310.6mg; 87%) and 10a (23.6mg; 7%) (Table 3, entry 2). Molar ratio and reaction times of other oxidation are shown in Tables 3-5. The products were further purified by recrystallization from an appropriate solvent for the analytical sample, and their physical data are given below.

Reference： [1]Heterocyclic Communications,2004,vol. 10,p. 135 - 138
[2]Tetrahedron,2014,vol. 70,p. 1437 - 1450

17
[ 530-48-3 ]
[ 17407-09-9 ]
[ 598-30-1 ]
[ 80-62-6 ]
poly(methyl methacrylate)-b-poly(2-hydroxyethyl methacrylate) block copolymer, block ratio: 26:5 kg/M, M_w = 24500, PDI = 1.05; monomer(s): methyl methacrylate; 2-[(trimethylsilyl)oxy]ethyl methacrylate; sec-butyl lithium; 1,1-diphenylethylene [ No CAS ]

Reference： [1]Macromolecules,2002,vol. 35,p. 4929 - 4937

18
[ 530-48-3 ]
[ 79069-15-1 ]
[ 883442-53-3 ]

Yield	Reaction Conditions	Operation in experiment
	With N-iodo-succinimide; In acetonitrile; at 20℃; for 72h;	[(S)-2-benzyloxy-1-(2-iodo-1,1-diphenylethoxymethyl)-ethyl]-carbamic acid tert-butyl ester Dissolve ((R)-2-benzyloxy-1-hydroxymethylethyl)-carbamic acid tert-butyl ester (1.0 g, 3.55 mmol) and 1,1-diphenylethylene (0.534 g, 2.96 mmol) in acetonitrile (20 mL). Add N-iodosuccinimide (0.800 g, 3.55 mmol) and stir at room temperature 72 hours. Pour into ethyl acetate and wash with saturated aqueous sodium chloride. Dry (magnesium sulfate), filter and concentrate. Purify on silica gel, eluding with 0:100 to 30:70 ethyl acetate:hexanes to give the desired compound. 1H-NMR (400 MHz, CDCl3) delta 7.37-7.21 (m, 15H), 5.04 (d, J=7.6 Hz, 2H), 4.13 (s, 3H), 4.04 (bs, 1H), 3.76-3.66 (m, 2H), 3.32-3.23 (m, 2H), 1.43 (s, 9H)

Reference： [1]Patent: US2007/225267,2007,A1 .Location in patent: Page/Page column 52

19
[ 530-48-3 ]
[ 1663-39-4 ]
[ 17407-09-9 ]
PATB-block-poly(2-hydroxyethyl)methacrylate [ No CAS ]

Reference： [1]Patent: US2005/208006,2005,A1 .Location in patent: Page/Page column 6

20
[ 530-48-3 ]
[ 626-35-7 ]
[ 163520-33-0 ]

Reference： [1]Tetrahedron Asymmetry,2008,vol. 19,p. 2850 - 2855

21
[ 530-48-3 ]
[ 100-49-2 ]
[ 1201847-09-7 ]

Reference： [1]Angewandte Chemie - International Edition,2009,vol. 48,p. 8761 - 8765

22
[ 530-48-3 ]
[ 893-33-4 ]
2,2,2-trifluoro-1-(2-(2-naphthyl)-5,5-diphenyl-4,5-dihydrofuran-3-yl)ethanone [ No CAS ]

Reference： [1]ARKIVOC,2013,vol. 2013,p. 304 - 316

23
[ 530-48-3 ]
[ 34420-17-2 ]
[ 38328-16-4 ]

Reference： [1]Organic Letters,2013,vol. 15,p. 3034 - 3037

24
[ 530-48-3 ]
[ 620-72-4 ]
[ 7746-94-3 ]

Reference： [1]Organic Letters,2013,vol. 15,p. 6054 - 6057

25
[ 530-48-3 ]
[ 1873-59-2 ]
3-methyl-3-(2,2-diphenylethenyl)quinoline-2,4(1H,3H)-dione [ No CAS ]
3,3a,5,9b-tetrahydro-9b-hydroxy-3a-methyl-2,2-diphenylfuro[3,2-c]quinolin-4(2H)-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
37%; 48%	With manganese(III) triacetate dihydrate; In acetic acid; for 2.5h;Reflux;	General procedure: 4.5 Mn(III)-mediated oxidation of alkenes in the presence of 4-hydroxyquinolin-2(1H)-ones and the related substrates at reflux temperature (0042) A mixture of 1,1-diphenylethene 1 (Ar=Ph) (181.3mg; 1mmol), 4-hydroxy-2-quinolinone 2 (R=Me, X=H) (351.4mg; 2mmol), and Mn(OAc)3·2H2O (814.4mg; 3mmol) in glacial acetic acid (25mL) was heated under reflux until the brown color of Mn(III) disappeared (normally for 3min). The solvent was removed in vacuo and water (25mL) was added to the reaction mixture. The aqueous solution was then extracted three times with dichloromethane (20mL). The combined extracts were washed with a saturated aqueous solution of sodium hydrogencarbonate, dried over anhydrous sodium sulfate, and then concentrated to dryness. The residue was separated on silica gel TLC developed with 5% methanol/dichloromethane, giving the products 9a (310.6mg; 87%) and 10a (23.6mg; 7%) (Table 3, entry 2). Molar ratio and reaction times of other oxidation are shown in Tables 3-5. The products were further purified by recrystallization from an appropriate solvent for the analytical sample, and their physical data are given below.

Reference： [1]Tetrahedron,2014,vol. 70,p. 1437 - 1450

26
[ 530-48-3 ]
[ 1677-44-7 ]
3-[2,2-bis(4-methylphenyl)ethenyl]-3-methylquinoline-2,4(1H,3H)-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
55%	With manganese(III) triacetate dihydrate; In acetic acid; for 0.5h;Reflux;	General procedure: 4.5 Mn(III)-mediated oxidation of alkenes in the presence of 4-hydroxyquinolin-2(1H)-ones and the related substrates at reflux temperature (0042) A mixture of 1,1-diphenylethene 1 (Ar=Ph) (181.3mg; 1mmol), 4-hydroxy-2-quinolinone 2 (R=Me, X=H) (351.4mg; 2mmol), and Mn(OAc)3·2H2O (814.4mg; 3mmol) in glacial acetic acid (25mL) was heated under reflux until the brown color of Mn(III) disappeared (normally for 3min). The solvent was removed in vacuo and water (25mL) was added to the reaction mixture. The aqueous solution was then extracted three times with dichloromethane (20mL). The combined extracts were washed with a saturated aqueous solution of sodium hydrogencarbonate, dried over anhydrous sodium sulfate, and then concentrated to dryness. The residue was separated on silica gel TLC developed with 5% methanol/dichloromethane, giving the products 9a (310.6mg; 87%) and 10a (23.6mg; 7%) (Table 3, entry 2). Molar ratio and reaction times of other oxidation are shown in Tables 3-5. The products were further purified by recrystallization from an appropriate solvent for the analytical sample, and their physical data are given below.

Reference： [1]Tetrahedron,2014,vol. 70,p. 1437 - 1450

27
[ 530-48-3 ]
[ 67442-07-3 ]
[ 1570275-36-3 ]

Reference： [1]Chemical Communications,2014,vol. 50,p. 3619 - 3622

28
[ 103-82-2 ]
[ 599-67-7 ]
[ 60-12-8 ]
[ 555-16-8 ]
[ 123-11-5 ]
[ 104-94-9 ]
[ 126-30-7 ]
[ 530-48-3 ]
[ 5455-87-8 ]
[ 6290-08-0 ]
[ 102-20-5 ]
[ 1749-08-2 ]