One-pot synthesis of imidazo[1,2- a]pyridines from benzyl halides or benzyl tosylates, 2-aminopyridines and isocyanides

A one-pot synthesis of imidazo[1,2- a]pyridines is described. Benzyl halides or benzyl tosylates are oxidized to aldehydes under mild Kornblum conditions which then undergo a three-component reaction with various 2-aminopyridines and isocyanides to afford the imidazo[1,2- a]pyridines in excellent yi...

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Bibliographic Details
Published in:Tetrahedron letters 2011-06, Vol.52 (25), p.3191-3194
Main Authors: Adib, Mehdi, Sheikhi, Ehsan, Rezaei, Narjes
Format: Article
Language:English
Subjects:
2-Aminopyridines
Aldehydes
Benzyl halides
Benzyl tosylates
Chemistry
Exact sciences and technology
Halides
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
Imidazo[1,2- a]pyridines
Isocyanides
Kornblum oxidation
Organic chemistry
Preparations and properties
Synthesis (chemistry)
Tetrahedrons
Three-component reactions
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Summary:A one-pot synthesis of imidazo[1,2- a]pyridines is described. Benzyl halides or benzyl tosylates are oxidized to aldehydes under mild Kornblum conditions which then undergo a three-component reaction with various 2-aminopyridines and isocyanides to afford the imidazo[1,2- a]pyridines in excellent yields.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2011.04.002