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

Debasmita Saha, Anupreet Kharbanda, Nkeseobong Essien, Lingtian Zhang, Rose Cooper, Debasish Basak, Samantha Kendrick, Brendan Frett, Hong Yu Li

Research output: Contribution to journalArticle

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.

Original languageEnglish (US)
Pages (from-to)2234-2239
Number of pages6
JournalOrganic Chemistry Frontiers
Volume6
Issue number13
DOIs
Publication statusPublished - Jul 7 2019

    Fingerprint

ASJC Scopus subject areas

  • Organic Chemistry

Cite this