Synthesis

1-(2, 5-Dichlorophenyl)-2, 2-bis (methylsulfanyl) vinyl Esters as Highly Efficient Chemoselective Acylating Reagents

I Degani, S Dughera, R Fochi, E Serra

Index: Degani; Dughera; Fochi; Serra Synthesis, 1999 , # 7 p. 1200 - 1208

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Citation Number: 9

Abstract

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 ...

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