Issue 4, 2025

Photoredox trifluoromethylation of isocyanides to access 2-trifluoromethylated quinolines and indoles

Abstract

We herein report a divergent synthesis of 2-CF3 substituted quinolines and indoles via photoredox radical trifluoromethylation of ortho-vinylphenylisocyanides. This mild and green protocol offers a broad substrate scope and good functional group tolerance. Mechanistic investigations revealed that the trifluoromethyl radical is generated through an EDA complex between Togni's reagent and a base under light irradiation.

Graphical abstract: Photoredox trifluoromethylation of isocyanides to access 2-trifluoromethylated quinolines and indoles

Supplementary files

Article information

Article type
Research Article
Submitted
08 nov 2024
Accepted
12 dec 2024
First published
13 dec 2024

Org. Chem. Front., 2025,12, 1156-1161

Photoredox trifluoromethylation of isocyanides to access 2-trifluoromethylated quinolines and indoles

J. Wang, Y. Liu, J. Xu, P. Li, X. Xu, S. Zhang, J. Yang and X. Xu, Org. Chem. Front., 2025, 12, 1156 DOI: 10.1039/D4QO02105C

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