Visible Light-Promoted Three-Component Carboazidation of Unactivated Alkenes with TMSN3 and Acrylonitrile

A novel difunctionalization of unactivated alkenes has been reported via visible light-promoted three-component carboazidation using TMSN3 and acrylonitrile as partners without any stoichiometric oxidants. This protocol is operationally simple for straightforward access to azido derivatives with good functional group tolerance from readily available starting materials. A facile azido radical-catalyzed [3+2] cycloaddition reaction of vinylcyclopropane with acrylonitrile was also observed to deliver a multi-substituted cyclopentane.