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Selective Fluoromethyl Couplings of Alkynes via Nickel Catalysis

机译:Selective Fluoromethyl Couplings of Alkynes via Nickel Catalysis

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摘要

Abstract We describe here a Ni‐catalyzed intermolecular carbo‐fluoromethylation of alkynes with aliphatic halides and fluoromethyl halides (BrCF2H and ICH2F) in the presence of zinc, enabling the facile and selective access to a diverse range of biologically valuable CF2H/CH2F‐incorporated alkenes with excellent regio‐ and stereoselectivity. Notably, merging intramolecular radical cyclization with fluoromethyl coupling enables the expedient constructions of CF2H/CH2F‐incorporated lactones and lactams with high efficiency and selectivity. Mechanistic studies disclose that this catalytic protocol proceeds via a radical addition to an alkyne followed by selective coupling with the fluoromethyl unit.

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