Chemistry of Heterocyclic Compounds

, Volume 27, Issue 6, pp 636–642 | Cite as

Reaction of dihalocarbenes with 2-(benzylideneamino)pyridines. Cyclization of 2-(benzylideneamino)pyridinium dihalomethylids to give 2-aryl-3-haloimidazo[1,2-α]pyridines

  • A. F. Khlebnikov
  • E. I. Kostik
  • R. R. Kostikov


Pyridinium dichloromethylids, formed in the reaction of dichlorocarbene with 2-(benzylideneamino)pyridines, undergo intramolecular 1,5-cyclization to give 2-aryl-3-chloroimidazo[1,2-a]pyridines, which undergo partial conversion to 2-aryl-3-chloro-4H-pyrido[1,2-a]pyrimidin-4-ones under the reaction conditions. 2-Aryl-3-bromoimidazo[1,2-a]pyridines and 2-[N-(1-aryl-2,2,2-tribromoethyl)amino]pyridines, respectively, are obtained in the reaction of dibromocarbene and the tribromomethyl onion generated in the reaction of bromoform with potassium hydroxide.


Potassium Hydroxide Organic Chemistry Pyridine Potassium Hydroxide 
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Copyright information

© Plenum Publishing Corporation 1991

Authors and Affiliations

  • A. F. Khlebnikov
    • 1
  • E. I. Kostik
    • 1
  • R. R. Kostikov
    • 1
  1. 1.Leningrad State UniversityLeningrad

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