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Metal-free defluorinative arylation of trifluoromethyl alkenes via photoredox catalysis.


ABSTRACT: Literature methods to access gem-difluoroalkenes are largely limited to harsh, organometallic-based methods, and known photoredox-mediated processes are not amenable to aryl radical addition to trifluoromethyl alkenes. A metal-free, functional group-tolerant method for the preparation of benzylic gem-difluoroalkenes is described. Halogen atom abstraction from (hetero)aryl halides generates aryl radicals that undergo a defluorinative arylation of α-trifluoromethyl alkenes, tolerating electronically disparate aryl radicals and α-trifluoromethyl alkenes.

SUBMITTER: Wiles RJ 

PROVIDER: S-EPMC7210470 | biostudies-literature | 2019 Jul

REPOSITORIES: biostudies-literature