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Photocatalytic Hydroacylation of Trifluoromethyl Alkenes

Pei Fan, Chang Zhang, Yun Lan, Zhiyang Lin, Linchuan Zhang, Chuan Wang

Chem Commun (Camb). 2019 Oct 17;55(84):12691-12694.

PMID: 31588452

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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP111873337 Tetrabutylammonium heptadecafluorooctanesulfonate Tetrabutylammonium heptadecafluorooctanesulfonate 111873-33-7 Price
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