Catalyst-free conjugated addition of thiols to α,β-unsaturated carbonyl compounds in water

被引：292

作者：

Khatik, Gopal L. ^{[1
]}

Kumar, Raj ^{[1
]}

Chakraborti, Asit K. ^{[1
]}

机构：

[1] Natl Inst Pharmaceut Educ & Res, Dept Med Chem, Punjab 160062, India

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 11期

关键词：

D O I：

10.1021/ol060846t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[graphics] Catalyst-free conjugate addition of thiols to alpha,beta-unsaturated carbonyl compounds in water is reported. beta-Sulfido carbonyl compounds were formed at room temperature, in short times and with excellent chemoselectivity. Competitive dithiane/dithiolane formation, transesterification, and ester cleavage were not observed. Water played a dual role in simultaneously activating the alpha,beta-unsaturated carbonyl compound and the thiol. This new methodology constitutes an easy, highly efficient, and green synthesis of beta-sulfido carbonyl compounds.

引用

页码：2432 / 2436

页数：4

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