Aminobromination of olefins with TsNH₂and NBS as the nitrogen and bromine sources mediated by hypervalent iodine in a ball mill

Abstract

A series of olefins including alpha,beta-unsaturated ketones, cinnamates, cinnamides and styrenes have been aminobrominated with good yields and excellent diastereoselectivities under mechanical milling conditions, using TsNH(2) and NBS as the nitrogen and bromine sources, promoted by (diacetoxyiodo)benzene.