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

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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.

Graphical abstract: Rhodium(iii)-catalyzed ortho-C–H amidation of 2-arylindazoles with a dioxazolone as an amidating reagent

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Article information


Submitted
29 Dec 2019
Accepted
24 Jan 2020
First published
27 Jan 2020

Org. Biomol. Chem., 2020, Advance Article
Article type
Communication

Rhodium(III)-catalyzed ortho-C–H amidation of 2-arylindazoles with a dioxazolone as an amidating reagent

P. Ghosh, S. Samanta and A. Hajra, Org. Biomol. Chem., 2020, Advance Article , DOI: 10.1039/C9OB02756D

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