Direct electrochemical defluorinative carboxylation of α-CF3 alkenes with carbon dioxide.
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ABSTRACT: An unprecedented γ-carboxylation of α-CF3 alkenes with CO2 is reported. This approach constitutes a rare example of using electrochemical methods to achieve regioselectivity complementary to conventional metal catalysis. Accordingly, using platinum plate as both a working cathode and a nonsacrificial anode in a user-friendly undivided cell under constant current conditions, the γ-carboxylation provides efficient access to vinylacetic acids bearing a gem-difluoroalkene moiety from a broad range of substrates. The synthetic utility is further demonstrated by gram-scale synthesis and elaboration to several value-added products. Cyclic voltammetry and density functional theory calculations were performed to provide mechanistic insights into the reaction.
SUBMITTER: Gao XT
PROVIDER: S-EPMC8162267 | biostudies-literature |
REPOSITORIES: biostudies-literature
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