Issue 35, 2024

Directed regioselective arylation of imidazo[1,2-a]pyridine-3-carboxamides using Rh(iii) catalysis

Abstract

In contrast to previously reported free-radical pathways to functionalize imidazo[1,2-a]pyridines at the C-5 centre, directing group approaches are rare. Herein, we demonstrate a rhodium(III) catalyzed efficient and regioselective strategy for directed C-5 functionalization of imidazo[1,2-a]pyridines using N-methoxyamide as a directing group. This methodology facilitates directed arylation without the necessity for pre-functionalization. It also allows for gram-scale synthesis and post-functionalization.

Graphical abstract: Directed regioselective arylation of imidazo[1,2-a]pyridine-3-carboxamides using Rh(iii) catalysis

Supplementary files

Article information

Article type
Communication
Submitted
14 Jul 2024
Accepted
08 Aug 2024
First published
12 Aug 2024

Org. Biomol. Chem., 2024,22, 7121-7127

Directed regioselective arylation of imidazo[1,2-a]pyridine-3-carboxamides using Rh(III) catalysis

K. Jahan, M. Sood, O. Jain, S. C. Sahoo and P. V. Bharatam, Org. Biomol. Chem., 2024, 22, 7121 DOI: 10.1039/D4OB01166J

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