Mechanistic Studies on a New Catalyst System (CuI-NaHSO4×SiO2) Leading to the One-Pot Synthesis of Imidazo[1,2-a]pyridines from Reactions of 2-Aminopyridines, Aldehydes, and Terminal Alkynes

Abstract One-pot reactions of aldehydes, 2-aminopyridines, and terminal alkynes, in the presence of the copper(I) iodide-NaHSO 4 ˙SiO 2 combination catalyst in refluxing toluene, generate the corresponding imidazo[1,2-A]pyridines in high to excellent yields; the mechanism has been studied.

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Bibliographic Details
Published in:Synthesis (Stuttgart) 2011-11, Vol.2011 (21), p.3463-3470
Main Authors: Mishra, Sarita, Ghosh, Rina
Format: Article
Language:English
Subjects:
Catalysis
Catalysts: preparations and properties
Chemistry
Exact sciences and technology
General and physical chemistry
Heterocyclic compounds
Heterocyclic compounds with only one n hetero atom and condensed derivatives
Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings
Kinetics and mechanisms
Organic chemistry
Preparations and properties
Reactivity and mechanisms
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
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Summary:Abstract One-pot reactions of aldehydes, 2-aminopyridines, and terminal alkynes, in the presence of the copper(I) iodide-NaHSO 4 ˙SiO 2 combination catalyst in refluxing toluene, generate the corresponding imidazo[1,2-A]pyridines in high to excellent yields; the mechanism has been studied.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0030-1260255