Reaction of N-Haloamide. XXI. Addition Reaction of N, N-Dibromo-benzylsulfonamide with Olefines and Reduction of the Adducts and Their Derivatives

Abstract

N, N-Dibromobenzylsulfonamide (I) was made to react with cyclohexene and styrene expecting to give products which have more easily removable sulfonamide moieties. Addition reactions were found to occur giving II and III, respectively. The adducts were individually converted to aziridines, IV and VIII. The aziridines were then converted to β-substituted sulfonamides, V, VI, VII, IX, and X. Reductions of these products using SMAH (see text) were further examined to remove their sulfonamide groups.