Metallaphotoredox Difluoromethylation of Aryl Bromides

• DOI: 10.1002/anie.201807629
• Publication Date: 2018-08-03T12:23:55Z
• Authors: Vlad Bacauanu; Sébastien Cardinal; Motoshi Yamauchi; Masaru Kondo; David F. Fernández; Richard Remy; David W. C. MacMi...
• Keywords: Bromides; Light; Nickel; Drug Design; Benzyl Compounds; Oxidation-Reduction; Catalysis; Chlorofluorocarbons, Methane

Herein, we report a convenient and broadly applicable strategy for the difluoromethylation of aryl bromides by metallaphotoredox catalysis. Bromodifluoromethane, simple commercially available alkyl halide, is harnessed as an effective source difluoromethyl radical silyl-radical-mediated halogen abstraction. The merger this fluoroalkyl electrophile activation pathway with dual nickel/photoredox catalytic platform enables diverse array heteroaryl under mild conditions. utility procedure showcased in late-stage functionalization several drug analogues.