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Photocatalytic hydroacylation of trifluoromethyl alkenes.

Pei FanChang ZhangYun LanZhiyang LinLinchuan ZhangChuan Wang
Published in: Chemical communications (Cambridge, England) (2019)
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.
Keyphrases
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