Catalyst-free photoarylation of 2-aryl-2 H-indazoles by carbon-iodine bond activation

Org Biomol Chem. 2024 Jul 31;22(30):6129-6134. doi: 10.1039/d4ob00820k.

Abstract

A photocatalyst-free visible-light induced arylation of 2-aryl-2H-indazoles with aryl iodides has been developed for the first time to produce 3,2-diaryl-2H-indazoles in good to moderate yields. In this transformation, potassium tert-butoxide acts as an activator of the C-I bond and also as a scavenger of in situ generated HI in the reaction. This method exhibits high functional group tolerance with a wide substrate scope and it has been successfully applied to the synthesis of liver X receptor agonists and also for fluorescent probes. This is the first report on the photoarylation of 2-arylindazoles at the C3-position with aryl iodides under catalyst-free conditions.