A regioselective C7 bromination and C7 palladium-catalyzed Suzuki-Miyaura cross-coupling arylation of 4-substituted NH-free indazoles

A direct and efficient regioselective C7-bromination of 4-substituted 1H-indazole has been achieved. Subsequently, a successful palladium-mediated Suzuki-Miyaura reaction of C7-bromo-4-substituted-1H-indazoles with boronic acids has been performed under optimized reaction conditions. A series of new C7 arylated 4-substituted 1H-indazoles was obtained in moderate to good yields.

Automated summary

The direct and efficient regioselective C7-bromination of 4-substituted 1H-indazole was achieved, followed by a successful palladium-mediated Suzuki-Miyaura reaction to obtain a series of new C7 arylated 4-substituted 1H-indazoles in moderate to good yields under optimized reaction conditions.