Synthesis of mono- and disubstituted sulfines via beta-elimination of chloroform from trichloromethyl sulfoxides

被引:11
作者
Braverman, S
Grinstein, D
Gottlieb, HE
机构
[1] Department of Chemistry, Bar-Ilan University
基金
以色列科学基金会;
关键词
D O I
10.1016/S0040-4020(97)00904-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new method for the synthesis of thioaldehyde and thioketone S-oxides by an unusual base-induced beta-elimination of chloroform from readily available allylic and benzylic trichloromethyl sulfoxides is described. The reaction proceeds smoothly under mild conditions. The facile preparation of alpha,beta-unsaturated sulfines by the new method is of special interest A possible mechanism for this remarkable sulfine synthesis and apparently unprecedented beta-elimination of chloroform is presented (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:13933 / 13944
页数:12
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