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Four-component acyloxy-trifluoromethylation of arylalkenes mediated by a photoredox catalyst

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Abstract

A four-component intermolecular trifluoromethylation–acyloxylation of arylalkenes induced by visible light has been developed in the presence of the photoredox catalyst Ru(bpy)3(PF6)2 under mild reaction conditions. A new Umemoto's reagent was used as a trifluoromethyl radical source, and this redox neutral reaction demonstrated good functional group tolerance for aryl alkenes with high yields up to 91%. The detailed reaction process was investigated based on control, deuterium and O18-labeling experiments to support that N,N-dimethylformamide (DMF)/H2O acted as an acyloxyl source.

Graphical abstract: Four-component acyloxy-trifluoromethylation of arylalkenes mediated by a photoredox catalyst

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Publication details

The article was received on 10 Sep 2018, accepted on 08 Oct 2018 and first published on 09 Oct 2018


Article type: Communication
DOI: 10.1039/C8OB02239A
Citation: Org. Biomol. Chem., 2019, Advance Article
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    Four-component acyloxy-trifluoromethylation of arylalkenes mediated by a photoredox catalyst

    X. Zhou, G. Li, Z. Shao, K. Fang, H. Gao, Y. Li and Y. She, Org. Biomol. Chem., 2019, Advance Article , DOI: 10.1039/C8OB02239A

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