1-(2,5-Dichlorophenyl)-2,2-bis(methylsulfanyl)vinyl esters 4f–k were prepared in yields usually greater than 90%, by reacting acyl chlorides with 1-(2,5-dichlorophenyl)-2,2- bis(methylsulfanyl)ethanone enolate. These esters were demonstrated to be excellent chemoselective reagents for the acylation of amines, alcohols, thiols, pyrrole and indole. From all the acylation reactions the dimethyl a-oxo dithioacetal 2d, recyclable for the preparation of esters 4f–k, could be recovered in 90–100% yield.

1-(2,5-Dichlorophenyl)-2,2-bis(methylsulfayl)vinylEsters as Highly Efficient Chemoselective Acylating Reagents

DEGANI, Jacopo;DUGHERA, Stefano;FOCHI, Rita;
1999

Abstract

1-(2,5-Dichlorophenyl)-2,2-bis(methylsulfanyl)vinyl esters 4f–k were prepared in yields usually greater than 90%, by reacting acyl chlorides with 1-(2,5-dichlorophenyl)-2,2- bis(methylsulfanyl)ethanone enolate. These esters were demonstrated to be excellent chemoselective reagents for the acylation of amines, alcohols, thiols, pyrrole and indole. From all the acylation reactions the dimethyl a-oxo dithioacetal 2d, recyclable for the preparation of esters 4f–k, could be recovered in 90–100% yield.
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1200
1208
vinyl esters; chemoselective acylating reagents; amides; esters; thiol esters
DEGANI I; S. DUGHERA; FOCHI R; SERRA E
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2318/4444
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