Site-Specific Radical Alkylation of Aryl Cyanide: Visible-Light, Photoredox-Catalyzed, Three-Component Arylalkylation of [1.1.1]Propellane

Abstract

We report herein a three-component radical arylalkylation of [1.1.1]propellane toward the synthesis of arylsubstituted bicyclo[1.1.1]pentane derivatives. The use of electrondeficient aryl cyanide as an aryl group source not only reduces the energy barrier of the arylation of the nucleophilic alkyl radical species, but also suppresses the electrophilic Friedel−Crafts alkylation process, enabling the present site-selective arylalkylation.