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

Addition and substitution reactions of arylthio, arylsulfinyl and arylsulfonyl substituted sulfines with thiols

GE Veenstra, B Zwanenburg

Index: Veenstra,G.E.; Zwanenburg,B. Recueil des Travaux Chimiques des Pays-Bas, 1976 , vol. 95, p. 195 - 201

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Citation Number: 0

Abstract

Abstract Stepwise oxidation of p-tolyl p-methoxydithiobenzoate (1) gives the sulfines (thione oxides) AnC (= S= O) STol (2), AnC (= S= O) SOTol (3) and AnC (= S= O) SO 2 Tol (4)(An= p- CH 3 OC 6 H 4 and Tol= p-CH 3 C 6 H 4). Reaction of 2 with p-toluenethiol (TolSH) in the presence of Et 3 N furnishes AnCH (STol) SSTol (5). The sulfine 4 yields with TolSH/Et 3 N 5 and AnCH 2 SO 2 Tol (6), with EtSH/Et 3 N AnCH (SEt) SSEt (7) and with t-BuSH/Et 3 N ...

(E)-4-methoxy-S-oxo-Sλ4-dithiobenzoic acid S'-p-tolyl ester Structure

(E)-4-methoxy-S...

~%

1-methoxy-4-[[(4-methylphenyl)disulfanyl]-(4-methylphenyl)sulfanylmethyl]benzene Structure

1-methoxy-4-[[(...

(E)-4-methoxy-S-oxo-Sλ4-dithiobenzoic acid S'-p-tolyl ester Structure

(E)-4-methoxy-S...

P-toluenethiol Structure

~%

1-methoxy-4-[[(4-methylphenyl)disulfanyl]-(4-methylphenyl)sulfanylmethyl]benzene Structure

1-methoxy-4-[[(...

4-methylumbelliferyl β-laminarapentaoside Structure

4-methylumbelli...

P-toluenethiol Structure

~%

1-methoxy-4-[[(4-methylphenyl)disulfanyl]-(4-methylphenyl)sulfanylmethyl]benzene Structure

1-methoxy-4-[[(...

N/A Structure

P-toluenethiol Structure

~%

1-methoxy-4-[[(4-methylphenyl)disulfanyl]-(4-methylphenyl)sulfanylmethyl]benzene Structure

1-methoxy-4-[[(...

N/A Structure

Ethanethiol Structure

~%

1-[(ethyldisulfanyl)-ethylsulfanylmethyl]-4-methoxybenzene Structure

1-[(ethyldisulf...

(E)-4-methoxy-S-oxo-Sλ4-dithiobenzoic acid S'-p-tolyl ester Structure

(E)-4-methoxy-S...

~%

3-(4-methoxyphenyl)-1-[[3-(4-methoxyphenyl)-4-methyl-2-[(4-methylphenyl)sulfonylmethyl]phenyl]disulfanyl]-4-methyl-2-[(4-methylphenyl)sulfonylmethyl]benzene Structure

3-(4-methoxyphe...

4-methylumbelliferyl β-laminarapentaoside Structure

4-methylumbelli...

P-toluenethiol Structure

~%

3-(4-methoxyphenyl)-1-[[3-(4-methoxyphenyl)-4-methyl-2-[(4-methylphenyl)sulfonylmethyl]phenyl]disulfanyl]-4-methyl-2-[(4-methylphenyl)sulfonylmethyl]benzene Structure

3-(4-methoxyphe...

N/A Structure

P-toluenethiol Structure

~%

3-(4-methoxyphenyl)-1-[[3-(4-methoxyphenyl)-4-methyl-2-[(4-methylphenyl)sulfonylmethyl]phenyl]disulfanyl]-4-methyl-2-[(4-methylphenyl)sulfonylmethyl]benzene Structure

3-(4-methoxyphe...

(E)-4-methoxy-S-oxo-Sλ4-dithiobenzoic acid S'-p-tolyl ester Structure

(E)-4-methoxy-S...

~%

1-[(ethyldisulfanyl)-(4-methoxyphenyl)methyl]sulfonyl-4-methylbenzene Structure

1-[(ethyldisulf...

4-methylumbelliferyl β-laminarapentaoside Structure

4-methylumbelli...

Ethanethiol Structure

~%

1-[(ethyldisulfanyl)-(4-methoxyphenyl)methyl]sulfonyl-4-methylbenzene Structure

1-[(ethyldisulf...

N/A Structure

Ethanethiol Structure

~%

4-Methoxydithiobenzoic acid ethyl ester Structure

4-Methoxydithio...

4-methylumbelliferyl β-laminarapentaoside Structure

4-methylumbelli...

~%

1-[(4-methoxyphenyl)methylsulfonyl]-4-methylbenzene Structure

1-[(4-methoxyph...

N/A Structure

~%

1-[(4-methoxyphenyl)methylsulfonyl]-4-methylbenzene Structure

1-[(4-methoxyph...

(E)-4-methoxy-S-oxo-Sλ4-dithiobenzoic acid S'-p-tolyl ester Structure

(E)-4-methoxy-S...

~%

1-[(4-methoxyphenyl)methylsulfonyl]-4-methylbenzene Structure

1-[(4-methoxyph...