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Photoredox-catalyzed silyldifluoromethylation of silyl enol ethers.

ABSTRACT: A method for the light-mediated fluoroalkylation of silyl enol ethers with (bromodifluoromethyl)trimethylsilane followed by a reduction of the primary products with sodium borohydride is described. An 18 W, 375 nm LED was used as the light source. The reaction is performed in the presence of a gold photocatalyst, which effects the generation of a (trimethylsilyl)difluoromethyl radical via cleavage of the carbon-bromine bond.

SUBMITTER: Supranovich VI

PROVIDER: S-EPMC7356207 | biostudies-literature | 2020

REPOSITORIES: biostudies-literature

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Photoredox-catalyzed silyldifluoromethylation of silyl enol ethers.

Supranovich Vyacheslav I VI Levin Vitalij V VV Dilman Alexander D AD

Beilstein journal of organic chemistry 20200629

A method for the light-mediated fluoroalkylation of silyl enol ethers with (bromodifluoromethyl)trimethylsilane followed by a reduction of the primary products with sodium borohydride is described. An 18 W, 375 nm LED was used as the light source. The reaction is performed in the presence of a gold photocatalyst, which effects the generation of a (trimethylsilyl)difluoromethyl radical via cleavage of the carbon-bromine bond. ...[more]

PMID: 32704320

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