Additive Pummerer reaction of heteroaromatic sulfilimines with carbon nucleophiles

被引:46
作者
Padwa, A [1 ]
Nara, S [1 ]
Wang, Q [1 ]
机构
[1] Emory Univ, Dept Chem, Atlanta, GA 30322 USA
基金
美国国家科学基金会;
关键词
D O I
10.1016/j.tetlet.2005.11.026
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The additive Pummerer reaction of several heteroaromatic sulfilimines has been investigated. The overall process involves the reaction of the sulfilimine with TFAA to produce a transient N-tosyl-N-trifluoroacetyl sulfonium ion. Nucleophilic attack at the adjacent vinyl carbon results in the ejection of the sulfonamide group and the resulting thionium, ion loses a proton to give the observed product. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:595 / 597
页数:3
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