Synthesis of diarylazolo[a]pyridines from [(Z)-2,4-diaryl-4-oxo-2-butenyl] azolium salts

L. M. Potikha, A. R. Turelyk, V. A. Kovtunenko, A. V. Turov

Research output: Contribution to journalArticleResearchpeer-review

5 Citations (Scopus)

Abstract

A method for the synthesis of derivatives of [1,3]thiazolo[3,2-a]pyridines, pyrido[2,1-b][1,3]benzothiazole, [1,3,4]thiadiazolo[3,2-a]pyridine, and [1,2,4]triazolo[4,3-a]pyridine, which includes base initiated cyclization of quaternary azolium salts, formed by the interaction of (Z)-1,3-diaryl-4-bromo-2- buten-1-ones with 1-alkyl-1H-1,2,4-triazoles, 4-methyl-1,3-thiazole, 1,3-benzothiazole, and N-phenyl-1,3,4-thiadiazole-2-amine. Derivatives of 2-chloroimidazo[1,2-a]pyridine were obtained when 5-chloro-1-methyl-1H-imidazole was used.

Original languageEnglish
Pages (from-to)223-231
Number of pages9
JournalChemistry of Heterocyclic Compounds
Volume46
Issue number2
DOIs
Publication statusPublished - Jun 2010
Externally publishedYes

Keywords

  • γ-bromodypnone
  • [1,2,4]triazolo[4,3-a]pyridine
  • [1,3,4]thiadiazolo[ 3,2-a]pyridine
  • [1,3]thiazolo[3,2-a]pyridine
  • Cyclization of azolium ylides
  • Imidazo[1,2-a]pyridine
  • Pyrido[2,1-b][1,3] benzothiazole

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