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

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Abstract

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 Brønsted 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.

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

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Publication details

The article was received on 20 Aug 2018, accepted on 06 Sep 2018 and first published on 07 Sep 2018


Article type: Communication
DOI: 10.1039/C8CC06748A
Citation: Chem. Commun., 2018, Advance Article
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    Visible light-promoted umpolung coupling of aryl tri-/difluoroethanones with 2-alkenylpyridines

    X. Xu, Q. Min, N. Li and F. Liu, Chem. Commun., 2018, Advance Article , DOI: 10.1039/C8CC06748A

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