Regioselective Bromocyclization of Unsaturated N-Tosylcarbamates Promoted by N,N-Dibromosulfonamides

Abstract

Simple and highly regioselective bromo-N-cyclization and bromo-O-cyclization reactions of unsaturated N-tosylcarbamates have been developed. The use of N,N-dibromosulfonamides as brominating reagents plays an important role in these electrophilic cyclization reactions. This method is useful in organic synthesis. The desired products can be smoothly transformed into aziridines or epoxides.

Key words

alkenes - amides - cyclizations - electrophilic additions - regioselectivity

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