e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Photochemical synthesis. 65. Thione photochemistry. 22. Intramolecular cyclization of aralkyl thiones from S2

A Couture, K Ho, M Hoshino, P De Mayo…

Index: Couture,A. et al. Journal of the American Chemical Society, 1976 , vol. 98, p. 6218 - 6225

Full Text: HTML

Citation Number: 16

Abstract

Abstract: Excitation of a series of aralkyl thiones into the S2 (T, T*) state leads to a formal insertion into the 6 position and the formation of cyclopentyl thiols. Excitation into the Si (n, T*) state does not lead to the same products and reaction is very slow. The former reaction may be quenched with biacetyl, but not with up to 2 M piperylene, nor can it be induced with a variety of triplet sensitizers. These and other observations make it probable that Sz is the ...

2,2,4-trimethyl-1-phenylcyclopentane-1-thiol Structure

2,2,4-trimethyl...

~%

(3,5,5-trimethylcyclopenten-1-yl)benzene Structure

(3,5,5-trimethy...

2,2,4-trimethyl-1-phenylpentane-1-thione Structure

2,2,4-trimethyl...

~%

(3,5,5-trimethylcyclopenten-1-yl)benzene Structure

(3,5,5-trimethy...

(R)-(-)-3-methyl-1-pentanol Structure

(R)-(-)-3-methy...

~%

(S)-1-BOC-3-AMINO-PYRROLIDINEHCL Structure

(S)-1-BOC-3-AMI...

2,2-dimethyl-1-phenylpentan-1-one Structure

2,2-dimethyl-1-...

~%

2,2-dimethyl-1-phenylpentane-1-thione Structure

2,2-dimethyl-1-...

2,2,4-trimethyl-1-phenylpentan-1-one Structure

2,2,4-trimethyl...

~%

2,2,4-trimethyl-1-phenylpentane-1-thione Structure

2,2,4-trimethyl...

2,2-dimethyl-1-phenyltridecan-1-one Structure

2,2-dimethyl-1-...

~%

2,2-dimethyl-1-phenyltridecane-1-thione Structure

2,2-dimethyl-1-...

2,2,4-trimethyl-1-phenylpentan-1-one Structure

2,2,4-trimethyl...

~%

(3,5,5-trimethylcyclopenten-1-yl)benzene Structure

(3,5,5-trimethy...

2-Methyl-2-propyl-1-tetralon Structure

2-Methyl-2-prop...

~%

2-methyl-2-propyl-3,4-dihydronaphthalene-1-thione Structure

2-methyl-2-prop...

2-Methyl-1-tetralone Structure

2-Methyl-1-tetralone

~%

2-methyl-2-propyl-3,4-dihydronaphthalene-1-thione Structure

2-methyl-2-prop...

ETHYL 1-OXO-1,2,3,4-TETRAHYDRONAPHTHALENE-2-CARBOXYLATE Structure

ETHYL 1-OXO-1,2...

~%

2-methyl-2-propyl-3,4-dihydronaphthalene-1-thione Structure

2-methyl-2-prop...

2-Methyl-1-tetralone Structure

2-Methyl-1-tetralone

~%

3a-methyl-2,3,4,5-tetrahydrocyclopenta[a]naphthalene Structure

3a-methyl-2,3,4...

ETHYL 1-OXO-1,2,3,4-TETRAHYDRONAPHTHALENE-2-CARBOXYLATE Structure

ETHYL 1-OXO-1,2...

~%

3a-methyl-2,3,4,5-tetrahydrocyclopenta[a]naphthalene Structure

3a-methyl-2,3,4...

2-Methyl-2-propyl-1-tetralon Structure

2-Methyl-2-prop...

~%

3a-methyl-2,3,4,5-tetrahydrocyclopenta[a]naphthalene Structure

3a-methyl-2,3,4...

2-methyl-2-propyl-3,4-dihydronaphthalene-1-thione Structure

2-methyl-2-prop...

~%

3a-methyl-2,3,4,5-tetrahydrocyclopenta[a]naphthalene Structure

3a-methyl-2,3,4...

2,2,5,5-tetramethyl-1-phenylhexan-1-one Structure

2,2,5,5-tetrame...

~%

2,2,5,5-tetramethyl-1-phenylhexane-1-thione Structure

2,2,5,5-tetrame...

2,2-dimethyl-1-phenylbutan-1-one Structure

2,2-dimethyl-1-...

~%

2,2-dimethyl-1-phenylbutane-1-thione Structure

2,2-dimethyl-1-...

2,2-dimethyl-1,5-diphenylpentan-1-one Structure

2,2-dimethyl-1,...

~%

2,2-dimethyl-1,5-diphenylpentane-1-thione Structure

2,2-dimethyl-1,...

2,2-dimethyl-1-phenyltridecan-1-one Structure

2,2-dimethyl-1-...

~%

2,2-dimethyl-5-octyl-1-phenylcyclopentane-1-thiol Structure

2,2-dimethyl-5-...

2,2-dimethyl-1-phenyltridecane-1-thione Structure

2,2-dimethyl-1-...

~%

2,2-dimethyl-5-octyl-1-phenylcyclopentane-1-thiol Structure

2,2-dimethyl-5-...

2-butyl-2-methyl-3H-inden-1-one Structure

2-butyl-2-methy...

~%

2-butyl-2-methyl-3H-indene-1-thione Structure

2-butyl-2-methy...

2-Methyl-indanone Structure

2-Methyl-indanone

~%

2-butyl-2-methyl-3H-indene-1-thione Structure

2-butyl-2-methy...

2-Methyl-indanone Structure

2-Methyl-indanone

~%

1,3a-dimethyl-3,4-dihydro-2H-cyclopenta[a]indene Structure

1,3a-dimethyl-3...

2-butyl-2-methyl-3H-inden-1-one Structure

2-butyl-2-methy...

~%

1,3a-dimethyl-3,4-dihydro-2H-cyclopenta[a]indene Structure

1,3a-dimethyl-3...

2-butyl-2-methyl-3H-indene-1-thione Structure

2-butyl-2-methy...

~%

1,3a-dimethyl-3,4-dihydro-2H-cyclopenta[a]indene Structure

1,3a-dimethyl-3...

1-propanone, 1-(4-methoxyphenyl)-2-methyl- Structure

1-propanone, 1-...

~%

1-(4-methoxyphenyl)-2,2,5-trimethylcyclopentane-1-thiol Structure

1-(4-methoxyphe...

1-(4-methoxyphenyl)-2,2-dimethylhexan-1-one Structure

1-(4-methoxyphe...

~%

1-(4-methoxyphenyl)-2,2,5-trimethylcyclopentane-1-thiol Structure

1-(4-methoxyphe...

1-(4-methoxyphenyl)-2,2-dimethylhexane-1-thione Structure

1-(4-methoxyphe...

~%

1-(4-methoxyphenyl)-2,2,5-trimethylcyclopentane-1-thiol Structure

1-(4-methoxyphe...

2,2-dimethyl-1,5-diphenylpentan-1-one Structure

2,2-dimethyl-1,...

~%

2,2-dimethyl-1,5-diphenylcyclopentane-1-thiol Structure

2,2-dimethyl-1,...

2,2-dimethyl-1,5-diphenylpentane-1-thione Structure

2,2-dimethyl-1,...

~%

2,2-dimethyl-1,5-diphenylcyclopentane-1-thiol Structure

2,2-dimethyl-1,...

2,2-dimethyl-1-phenylhexane-1-thione Structure

2,2-dimethyl-1-...

~%

(2,5,5-trimethylcyclopenten-1-yl)benzene Structure

(2,5,5-trimethy...

2,2,4,5-tetramethyl-1-phenylcyclopentane-1-thiol Structure

2,2,4,5-tetrame...

~%

(2,3,5,5-tetramethylcyclopenten-1-yl)benzene Structure

(2,3,5,5-tetram...

(S)-(−)-2-Methylbutanol Structure

(S)-(−)-2-Methy...

~%

(2,3,5,5-tetramethylcyclopenten-1-yl)benzene Structure

(2,3,5,5-tetram...

(S)-1-Bromo-2-methylbutane Structure

(S)-1-Bromo-2-m...

~%

(2,3,5,5-tetramethylcyclopenten-1-yl)benzene Structure

(2,3,5,5-tetram...

(4S)-2,2,4-trimethyl-1-phenylhexan-1-one Structure

(4S)-2,2,4-trim...

~%

(2,3,5,5-tetramethylcyclopenten-1-yl)benzene Structure

(2,3,5,5-tetram...

(4S)-2,2,4-trimethyl-1-phenylhexane-1-thione Structure

(4S)-2,2,4-trim...

~%

(2,3,5,5-tetramethylcyclopenten-1-yl)benzene Structure

(2,3,5,5-tetram...

δ,δ-Dimethylhexanophenon Structure

δ,δ-Dimethylhex...

methyl iodide Structure

~%

2,2,5,5-tetramethyl-1-phenylhexan-1-one Structure

2,2,5,5-tetrame...

1-(4-methoxyphenyl)-2,2,5-trimethylcyclopentane-1-thiol Structure

1-(4-methoxyphe...

~%

1-methoxy-4-(2,5,5-trimethylcyclopenten-1-yl)benzene Structure

1-methoxy-4-(2,...

1-propanone, 1-(4-methoxyphenyl)-2-methyl- Structure

1-propanone, 1-...

~%

1-methoxy-4-(2,5,5-trimethylcyclopenten-1-yl)benzene Structure

1-methoxy-4-(2,...

1-(4-methoxyphenyl)-2,2-dimethylhexan-1-one Structure

1-(4-methoxyphe...

~%

1-methoxy-4-(2,5,5-trimethylcyclopenten-1-yl)benzene Structure

1-methoxy-4-(2,...

1-(4-methoxyphenyl)-2,2-dimethylhexane-1-thione Structure

1-(4-methoxyphe...

~%

1-methoxy-4-(2,5,5-trimethylcyclopenten-1-yl)benzene Structure

1-methoxy-4-(2,...

2,2-dimethyl-1-phenylpentan-1-one Structure

2,2-dimethyl-1-...

~%

2,2-dimethyl-1-phenylcyclopentane-1-thiol Structure

2,2-dimethyl-1-...

2,2-dimethyl-1-phenylpentane-1-thione Structure

2,2-dimethyl-1-...

~%

2,2-dimethyl-1-phenylcyclopentane-1-thiol Structure

2,2-dimethyl-1-...

2,2-dimethyl-5-octyl-1-phenylcyclopentane-1-thiol Structure

2,2-dimethyl-5-...

~%

(5,5-dimethyl-2-octylcyclopenten-1-yl)benzene Structure

(5,5-dimethyl-2...

2,2-dimethyl-1-phenyltridecane-1-thione Structure

2,2-dimethyl-1-...

~%

(5,5-dimethyl-2-octylcyclopenten-1-yl)benzene Structure

(5,5-dimethyl-2...

2,2-dimethyl-1-phenyltridecan-1-one Structure

2,2-dimethyl-1-...

~%

(5,5-dimethyl-2-octylcyclopenten-1-yl)benzene Structure

(5,5-dimethyl-2...

2,2-dimethyl-1,5-diphenylpentan-1-one Structure

2,2-dimethyl-1,...

~%

(3,3-dimethyl-2-phenylcyclopenten-1-yl)benzene Structure

(3,3-dimethyl-2...

2,2-dimethyl-1,5-diphenylpentane-1-thione Structure

2,2-dimethyl-1,...

~%

(3,3-dimethyl-2-phenylcyclopenten-1-yl)benzene Structure

(3,3-dimethyl-2...

(S)-(−)-2-Methylbutanol Structure

(S)-(−)-2-Methy...

~%

(3-ethyl-5,5-dimethylcyclopenten-1-yl)benzene Structure

(3-ethyl-5,5-di...

(S)-1-Bromo-2-methylbutane Structure

(S)-1-Bromo-2-m...

~%

(3-ethyl-5,5-dimethylcyclopenten-1-yl)benzene Structure

(3-ethyl-5,5-di...

(4S)-2,2,4-trimethyl-1-phenylhexan-1-one Structure

(4S)-2,2,4-trim...

~%

(3-ethyl-5,5-dimethylcyclopenten-1-yl)benzene Structure

(3-ethyl-5,5-di...

(4S)-2,2,4-trimethyl-1-phenylhexane-1-thione Structure

(4S)-2,2,4-trim...

~%

(3-ethyl-5,5-dimethylcyclopenten-1-yl)benzene Structure

(3-ethyl-5,5-di...

1-Bromobutane Structure

1-propanone, 1-(4-methoxyphenyl)-2-methyl- Structure

1-propanone, 1-...

~%

1-(4-methoxyphenyl)-2,2-dimethylhexan-1-one Structure

1-(4-methoxyphe...

1-Bromobutane Structure

1-[4-(dimethylamino)phenyl]-2-methylpropan-1-one Structure

1-[4-(dimethyla...

~%

1-[4-(dimethylamino)phenyl]-2,2-dimethylhexan-1-one Structure

1-[4-(dimethyla...

2-Methyl-indanone Structure

2-Methyl-indanone

~%

2-butyl-2-methyl-3H-inden-1-one Structure

2-butyl-2-methy...

(S)-(−)-2-Methylbutanol Structure

(S)-(−)-2-Methy...

~%

2,2,4,5-tetramethyl-1-phenylcyclopentane-1-thiol Structure

2,2,4,5-tetrame...

(S)-1-Bromo-2-methylbutane Structure

(S)-1-Bromo-2-m...

~%

2,2,4,5-tetramethyl-1-phenylcyclopentane-1-thiol Structure

2,2,4,5-tetrame...

(4S)-2,2,4-trimethyl-1-phenylhexan-1-one Structure

(4S)-2,2,4-trim...

~%

2,2,4,5-tetramethyl-1-phenylcyclopentane-1-thiol Structure

2,2,4,5-tetrame...

(4S)-2,2,4-trimethyl-1-phenylhexane-1-thione Structure

(4S)-2,2,4-trim...

~%

2,2,4,5-tetramethyl-1-phenylcyclopentane-1-thiol Structure

2,2,4,5-tetrame...

1-(4-methoxyphenyl)-2,2-dimethylhexan-1-one Structure

1-(4-methoxyphe...

~%

1-(4-methoxyphenyl)-2,2-dimethylhexane-1-thione Structure

1-(4-methoxyphe...

1-propanone, 1-(4-methoxyphenyl)-2-methyl- Structure

1-propanone, 1-...

~%

1-(4-methoxyphenyl)-2,2-dimethylhexane-1-thione Structure

1-(4-methoxyphe...