Ritter-type reactions of N-chlorosaccharin:: A method for the electrophilic diamination of alkenes

被引:46
作者
Booker-Milburn, KI
Guly, DJ
Cox, B
Procopiou, PA
机构
[1] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England
[2] GlaxoSmithKline, Med Res Ctr, Stevenage SG1 2NY, Herts, England
关键词
D O I
10.1021/ol035374m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] N-Chlorosaccharin has been shown to undergo electrophilic Ritter-type reactions with alkenes in acetonitrile. The resulting labile beta-chloro sulfonylamidines can be ring-opened and cyclized to imidazolines. Overall this provides a one pot method for the electrophilic diamination of alkenes. Competing aziridine formation as well as allylic chlorination are also observed depending on the nature of the alkene used.
引用
收藏
页码:3313 / 3315
页数:3
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