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Updated: Oct 15, 2025

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
Palladium(II) catalyzed site-selective C-H olefination of imidazo[1,2-a]pyridines
Javeed Ahmad Tali1,2, Gulshan Kumar1,2, Davinder Singh1,2
1Natural Product and Medicinal Chemistry (NPMC), CSIR-Indian Institute of Integrative Medicine, Jammu-180001, India. rshankar@iiim.res.in.
Abstract:
Herein, we disclose an efficient Pd(II)-catalyzed site selective C8 alkenylation of imidazo[1,2-a]pyridines with electronically biased olefinic substrates. Notably, besides the presence of four C-H sites available, selective mono-alkenylation was achieved by N-chelation overriding O-chelation. The versatility and scalability of the catalysis enabled the selective late-stage functionalization of a marketed drug, zolimidine. Various substituted heteroaryl alkenes can be afforded with moderate to good yields with high C8 regioselectivity.
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