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Issue 44, 2020

Metal-free benzoylation of imidazoheterocycles by oxidative decarboxylation of arylglyoxylic acids

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Abstract

A simple and straightforward approach has been realized for the direct benzoylation of imidazoheterocycles by oxidative decarboxylation of arylglyoxylic acids in the presence of K2S2O8 as an oxidant. Various functional groups were tolerated on both imidazoheterocycles and arylglyoxylic acids and a wide range of C5-benzoyl-imidazoheterocycles were obtained in good to high yields (50–84%). Radical trapping experiments confirmed the involvement of the radical pathway. The developed protocol is amenable for a scale-up reaction.

Graphical abstract: Metal-free benzoylation of imidazoheterocycles by oxidative decarboxylation of arylglyoxylic acids

Supplementary files

Article information


Submitted
06 Sep 2020
Accepted
15 Oct 2020
First published
20 Oct 2020

Org. Biomol. Chem., 2020,18, 9072-9080
Article type
Paper

Metal-free benzoylation of imidazoheterocycles by oxidative decarboxylation of arylglyoxylic acids

S. Jaspal, V. N. Shinde, N. Meena, D. S. Nipate, K. Rangan and A. Kumar, Org. Biomol. Chem., 2020, 18, 9072 DOI: 10.1039/D0OB01842B

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