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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
Article

Abstract

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.

Keywords

Potassium Hydroxide Organic Chemistry Pyridine Potassium Hydroxide 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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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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