Annulated 1,2,4-triazoles. A convenient synthesis of thieno[2,3-f][1,2,4]triazolo[1,5-a]azepines: A novel triheterocyclic ring system

Quanrui Wang, Zheng Li, Haiyan Yang, Feng Li, Zongbiao Ding, Fenggang Tao

Research output: Contribution to journalArticle

15 Scopus citations

Abstract

A synthetic approach to the previously unknown thieno[2,3-f][1,2,4]triazolo[1,5-a]azepine derivatives was efficiently accomplished by cycloaddition of the bicyclic 1-aza-2-azoniaallene salts 6, derived from 6,7-dihydrobenzo[b]thiophen-4(5H)-one hydrazones 4, to the triple bond of nitriles, followed by ring enlargement. The X-ray crystal diffraction analysis of the picrate 10a provided affirmative proof for the structural assignment made.

Original languageEnglish (US)
Pages (from-to)1231-1235
Number of pages5
JournalSynthesis
Issue number8
DOIs
StatePublished - 2003

Keywords

  • 1-aza-2-azoniaallene cations
  • Cycloaddition
  • Nitriles
  • Ring enlargement
  • Thieno[2,3-f][1,2,4]triazolo[1,5-a]azepines

ASJC Scopus subject areas

  • Organic Chemistry

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