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Rhodium(<scp>iii</scp>)-catalyzed <i>ortho</i>-C–H amidation of 2-arylindazoles with a dioxazolone as an amidating reagent

Payel Ghosh, Sadhanendu Samanta, Alakananda Hajra

2020Organic & Biomolecular Chemistry31 citationsDOI

Abstract

A simple and efficient method for the directed amidation of a wide range of 2-arylindazoles has been established for the first time through a rhodium-catalyzed C-H activation reaction with alkyl, aryl and heteroaryl dioxazolones. A series of N-(2-(2H-indazol-2-yl)phenyl)acetamide derivatives were synthesized in excellent yields. A mechanistic study was conducted to describe C-H bond cleavage which is likely to be involved in the rate determining step.

Topics & Concepts

ChemistryRhodiumReagentArylCatalysisAlkylCombinatorial chemistryStereochemistryMedicinal chemistryOrganic chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsSulfur-Based Synthesis Techniques
Rhodium(<scp>iii</scp>)-catalyzed <i>ortho</i>-C–H amidation of 2-arylindazoles with a dioxazolone as an amidating reagent | Litcius