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Chemodivergent alkylation of trifluoromethyl alkenes via photocatalytic coupling with alkanes.


ABSTRACT: gem-Difluoroalkenes and trifluoromethyl alkanes are prominent structures in biologically active compounds. Radical alkylation of α-trifluoromethyl alkenes represents a useful strategy to access these structures. However, reported methods have relied on the use of pre-functionalized radical precursors and examples involving the use of simple hydrocarbons as coupling partners are elusive. Here we report a chemodivergent methodology based on the direct activation of C(sp3)-H bonds enabled by HAT photoredox catalysis. This protocol provides an efficient platform for preparing both gem-difluoroalkenes and trifluoromethyl alkanes from ubiquitous hydrocarbon feedstocks, including gaseous alkanes. Importantly, chemoselectivity is easily achieved by simple modification of r

SUBMITTER: Martinez-Balart P 

PROVIDER: S-EPMC11465006 | biostudies-literature | 2024 Nov

REPOSITORIES: biostudies-literature