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Photocatalytic hydroacylation of trifluoromethyl alkenes

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Abstract

Hydrofunctionalization of trifluoromethyl alkenes is highly challenging, because the nucleophilic addition is oftentimes followed by β-F elimination in this case. By the use of tetrabutylammonium decatungstate (TBADT) as a hydrogen-atom-transfer (HAT) photocatalyst for acyl C–H activation, we successfully avoid the β-F elimination in the hydroacylation of trifluoromethyl alkenes with aldehydes. This light (390 nm) promoted reaction provides a facile and efficient access to various β-CF3 ketones in complete regiocontrol with high functionality tolerance and 100% atom economy.

Graphical abstract: Photocatalytic hydroacylation of trifluoromethyl alkenes

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Publication details

The article was received on 17 Sep 2019, accepted on 30 Sep 2019 and first published on 30 Sep 2019


Article type: Communication
DOI: 10.1039/C9CC07285C
Chem. Commun., 2019, Advance Article

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    Photocatalytic hydroacylation of trifluoromethyl alkenes

    P. Fan, C. Zhang, Y. Lan, Z. Lin, L. Zhang and C. Wang, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C9CC07285C

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