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.
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页码:3313 / 3315
页数:3
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