Functionalized Imidazo[4,5-b]pyridinium Salts: Synthesis and Use as M/NHC Precursors

Russian Journal of General Chemistry 2026

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Authors: Maxim Aleksandrovich Shevchenko, Konstantin E. Shepelenko, Alexei Yu. Malakhov, Mikhail Evgenievich Minyaev, Victor M. Chernyshev
DOI: 10.1134/s1070363225606702
Cited by: 1
References: 40

Abstract

Abstract A simple method was developed for the preparation of 7-hydroxyimidazo[4,5-b]pyridinium salts via the two-step reaction of readily available 4-amino-1,3-diarylimidazolium salts with 1,3-biselectrophiles in the presence of BF3·Et2O. The reactivity of the prepared bicyclic compounds was studied through alkylation with various reagents, leading to the synthesis of both O- and N-alkylated derivatives. The applicability of these bicyclic salts as N-heterocyclic carbene (NHC) precursors was demonstrated by their selective C2–H metallation, which afforded the corresponding Pd and Au complexes.

Fields of Study & Subjects

N-Heterocyclic Carbenes in Organic and Inorganic Chemistry Synthesis and Reactivity of Heterocycles Catalytic C–H Functionalization Methods

Publication details

Journal / source
Russian Journal of General Chemistry
Publisher
Pleiades Publishing Ltd
Volume
96
Issue
2
Publication date
1 February 2026
Language
EN