Nickel-Catalyzed Markovnikov-Selective Hydrodifluoromethylation of Alkynes Using BrCF2H |
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| Authors: | Shiwei Pan Fan Chen Yanyan Zhang Liang Shao Prof. Dr. Lingling Chu |
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| Affiliation: | State Key Laboratory for Modification of Chemical Fibers and Polymer Materials, College of Chemistry and Chemical Engineering, Center for Advanced Low-dimension Materials, Donghua University, Shanghai, 201620 China |
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| Abstract: | A Markovnikov-selective hydrodifluoromethylation of alkynes with BrCF2H via nickel catalysis is described. This protocol proceeds via a migratory insertion of nickel hydride to alkyne followed by a CF2H-coupling, enabling straightforward access to diverse branched CF2H-alkenes with high efficiency and exclusive regioselectivity. The mild condition applies to a wide array of aliphatic and aryl alkynes with good functional group compatibility. Mechanistic studies are presented to support the proposed pathway. |
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| Keywords: | Alkyne Difluoromethylation Fluoromethyl Alkenes Nickel Catalysis Regioselectivity |
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