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Regioselective hydroarylation and arylation of maleimides with indazoles <i>via</i> a Rh(<scp>iii</scp>)-catalyzed C–H activation

Asim Kumar Ghosh, Sadhanendu Samanta, Payel Ghosh, Sukanya Neogi, Alakananda Hajra

2020Organic & Biomolecular Chemistry46 citationsDOI

Abstract

Switchable Rh(iii)-catalyzed highly regioselective hydroarylation and oxidative arylation of maleimides with 2-arylindazoles via C-H activation have been demonstrated. The reaction affords 3-(2-(2H-indazol-2-yl)phenyl)succinimide and 3-(2-(2H-indazol-2-yl)phenyl)maleimide derivatives in high yields with wide functional group tolerance. A mechanistic study was performed to depict C-H bond cleavage that might be involved in the turnover limiting step.

Topics & Concepts

RegioselectivityCatalysisChemistryRhodiumOxidative phosphorylationStereochemistryMedicinal chemistryCombinatorial chemistryOrganic chemistryBiochemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsSulfur-Based Synthesis Techniques
Regioselective hydroarylation and arylation of maleimides with indazoles <i>via</i> a Rh(<scp>iii</scp>)-catalyzed C–H activation | Litcius