Organic photoredox catalyst induced divergent transformations of o-halogenated benzamides

Abstract

The development of powerful reducing organic photoredox catalysts has recently opened wide avenues to activate strong carbon–halide bonds. Herein, we demonstrate divergent transformations of aryl radicals through visible-light-induced carbon–halide bond activation, enabling chemodivergent desaturation, radical cyclization, and radical ipso-substitution for the synthesis of enamides, isoindolinones, and biaryls. This catalytic system operates under mild conditions using 10-aryl-10H-phenothiazine, an easy-to-prepare organic photocatalyst, at room temperature.

Graphical abstract: Organic photoredox catalyst induced divergent transformations of o-halogenated benzamides

Supplementary files

Article information

Article type
Research Article
Submitted
28 Feb 2025
Accepted
15 Apr 2025
First published
16 Apr 2025

Org. Chem. Front., 2025, Advance Article

Organic photoredox catalyst induced divergent transformations of o-halogenated benzamides

S. Li, X. Li, J. Yu and X. Xia, Org. Chem. Front., 2025, Advance Article , DOI: 10.1039/D5QO00407A

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