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Visible-light-mediated direct difluoromethylation of alkynoates: synthesis of 3-difluoromethylated coumarins

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Abstract

A photoredox-catalyzed direct difluoromethylation of alkynoates has been developed. A well-designed photoredox system induces a single-step, regioselective installation of CF2H onto alkynes. Difluoromethyl sulfone was used as an easy to handle CF2H radical source to afford the desired 3-difluoromethylated coumarins in moderate to good yields via a radical-triggered tandem difluoromethylation/5-exo cyclization/ester migration process.

Graphical abstract: Visible-light-mediated direct difluoromethylation of alkynoates: synthesis of 3-difluoromethylated coumarins

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Publication details

The article was received on 21 Sep 2017, accepted on 12 Oct 2017 and first published on 12 Oct 2017


Article type: Communication
DOI: 10.1039/C7OB02366A
Citation: Org. Biomol. Chem., 2017, Advance Article
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    Visible-light-mediated direct difluoromethylation of alkynoates: synthesis of 3-difluoromethylated coumarins

    M. Zhu, W. Fu, Z. Wang, C. Xu and B. Ji, Org. Biomol. Chem., 2017, Advance Article , DOI: 10.1039/C7OB02366A

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