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Metallaphotoredox Difluoromethylation of Aryl Bromides |
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| Authors: | Vlad Bacauanu Sébastien Cardinal Motoshi Yamauchi Masaru Kondo David F. Fernández Richard Remy Prof. Dr. David W. C. MacMillan |
| Affiliation: | 1. http://www.princeton.edu/chemistry/macmillan/ |
| Abstract: | Herein, we report a convenient and broadly applicable strategy for the difluoromethylation of aryl bromides by metallaphotoredox catalysis. Bromodifluoromethane, a simple and commercially available alkyl halide, is harnessed as an effective source of difluoromethyl radical by silyl‐radical‐mediated halogen abstraction. The merger of this fluoroalkyl electrophile activation pathway with a dual nickel/photoredox catalytic platform enables the difluoromethylation of a diverse array of aryl and heteroaryl bromides under mild conditions. The utility of this procedure is showcased in the late‐stage functionalization of several drug analogues. |
| Keywords: | difluoromethylation fluorine heterocycles nickel photoredox catalysis |