4.7 Article

Visible light-promoted umpolung coupling of aryl tri-/difluoroethanones with 2-alkenylpyridines

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CHEMICAL COMMUNICATIONS
卷 54, 期 78, 页码 11017-11020

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c8cc06748a

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  1. National Natural Science Foundation of China [21302134]

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Tertiary alcohols bearing a trifluoromethyl group are of considerable medicinal interest. Using an umpolung strategy, we herein report the first intermolecular reductive cross-coupling of aryl tri-/difluoroethanones with 2-alkenylpyridines with the aid of a BrOnsted acid catalyst upon visible-light irradiation. This metal-free reaction is operationally simple and performed at ambient temperature, allowing access to desired tertiary alcohols with tri-/difluoromethyl groups in moderate to excellent yields. The commercially available and easily handled Hantzsch ester effectively serves as an electron donor, as well as a hydrogen atom source.

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