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

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. Bromochlorination and bromoazidation of diverse 1,3-dienes to prepare various chlorobromides and azidobromides with high efficiency and selectivity using a general protocol with mild conditions and simple operation.