Issue 13, 2019

Intramolecular cyclization of imidazo[1,2-a]pyridines via a silver mediated/palladium catalyzed C–H activation strategy

Abstract

A C–H activation reaction was developed using imidazo[1,2-a]pyridine adducts via an AgOAc-mediated, Pd catalyzed intramolecular cyclization. The reaction was optimized and extensively explored using the Ugi/azide MCR as a tool to rapidly broaden substrate scope. Title compounds were screened against a cancer cell panel, and 6af exhibited selective, antiproliferative activity against the MCF-7 (breast cancer) cell line. This C–H activation methodology can be utilized to rapidly reach new chemical-space for drug discovery.

Graphical abstract: Intramolecular cyclization of imidazo[1,2-a]pyridines via a silver mediated/palladium catalyzed C–H activation strategy

Supplementary files

Article information

Article type
Research Article
Submitted
17 Mar 2019
Accepted
30 Apr 2019
First published
30 Apr 2019

Org. Chem. Front., 2019,6, 2234-2239

Intramolecular cyclization of imidazo[1,2-a]pyridines via a silver mediated/palladium catalyzed C–H activation strategy

D. Saha, A. Kharbanda, N. Essien, L. Zhang, R. Cooper, D. Basak, S. Kendrick, B. Frett and H. Li, Org. Chem. Front., 2019, 6, 2234 DOI: 10.1039/C9QO00389D

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