Issue 8, 2021

Photocatalyst and additive-free visible light induced trifluoromethylation–arylation of N-arylacrylamides with Umemoto's reagent

Abstract

A visible light induced highly convenient and practical method for the trifluoromethyl–arylation of N-arylmethacrylamides has been developed using Umemoto's reagent as the trifluoromethyl source. This user-friendly approach can proceed under visible light irradiation without any transition metal, photocatalyst and additive at room temperature. The strategy presented here provides access to trifluoromethylated oxindoles in good to excellent yields with a broad functional group tolerance. Preliminary mechanistic experiments indicated that the reaction process involves a homolytic cleavage of Umemoto's reagent irradiated by visible light.

Graphical abstract: Photocatalyst and additive-free visible light induced trifluoromethylation–arylation of N-arylacrylamides with Umemoto's reagent

Supplementary files

Article information

Article type
Communication
Submitted
15 Nov 2020
Accepted
16 Dec 2020
First published
17 Dec 2020

Chem. Commun., 2021,57, 1030-1033

Photocatalyst and additive-free visible light induced trifluoromethylation–arylation of N-arylacrylamides with Umemoto's reagent

L. Chen, P. Ma, B. Yang, X. Zhao, X. Huang and J. Zhang, Chem. Commun., 2021, 57, 1030 DOI: 10.1039/D0CC07502G

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