Photochemical acridone-mediated direct arylation of (hetero)arenes with aryl diazonium salts.

Org Biomol Chem

Key Laboratory for Green Pharmaceutical Technologies and Related Equipment of Ministry of Education, College of Pharmaceutical Sciences, Zhejiang University of Technology, Chao Wang Road 18, Hangzhou, P. R. China.

Published: November 2023

A metal-free photochemical C-H direct arylation using acridone as a photoredox catalyst to facilitate the reaction is described. Diazonium salts as precursors for aryl radicals, demonstrated by a fluorescence quenching experiment and free radical trapping experiment, allow the functionalization of (hetero)arenes under mild conditions. A series of valuable substituted biaryl and aryl-heteroaryl compounds were prepared in moderate to good yields the coupling. Moreover, this methodology is shown to be applicable to scale-up synthesis.

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http://dx.doi.org/10.1039/d3ob01389hDOI Listing

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