Alkylcyanation of unactivated alkenes via photoinduced hydrogen atom transfer and 1,4-cyano migration

Abstract

1,2-Dicarbofunctionalization of alkenes represents a step-economical strategy for introducing two functional groups simultaneously in organic synthesis. Herein, we report a visible-light-driven alkylcyanation of unactivated alkenes via hydrogen atom transfer (HAT) and cyano migration. Mechanistic studies suggest that a quinuclidineboryl radical serves as an effective hydridic HAT catalyst, facilitating the generation of electrophilic alkyl radicals. This method features mild reaction conditions and good compatibility with a diverse array of functional groups.