Ritter-Type Reactions of N-Chlorosaccharin: A Method for the Electrophilic Diamination of Alkenes
- 8 August 2003
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 5 (18) , 3313-3315
- https://doi.org/10.1021/ol035374m
Abstract
[reaction: see text] 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.Keywords
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