Light-driven radical-polar crossover catalysis for cross-coupling with organosilanes

Abstract

In this communication, we report a visible light-mediated organophotoredox catalysis enabling the cross-coupling between aliphatic carboxylic acid-derived redox active esters and organosilanes. In this protocol, a carbocation equivalent generated from the redox active ester by radical-polar crossover process could react with an organosilane reagent. This protocol allows to forge C(sp3)–C(sp3), C(sp3)–C(sp2) and C(sp3)–C(sp) bonds under transition-metal free and mild reaction conditions. The privileged feature of radical-mediated process was demonstrated as radical-relay type dicarbofunctionalization of styrene derivatives using organosilanes and aliphatic redox active esters.