Highly regio- and stereoselective bromochlorination and bromoazidation of 1,3-dienes

Abstract

A substrate-induced strategy for the bromochlorination and bromoazidation of diverse 1,3-dienes has been reported. This protocol offers straightforward and highly selective access to vicinal or allyl chlorobromides and azidobromides, which are ubiquitous moieties in many natural products and valuable synthetic intermediates. Additionally, a series of transformations of the products were performed to demonstrate their synthetic potential. Furthermore, control experiments were performed to elucidate the mutual conversion pathway between vicinal and allyl chlorobromides.