Synthesis of new stable arylthiopyridinium N-arylimide zwitterions. Part 20: Fused azolium salts

András Messmer, Péter Kövér, Zsuzsanna Riedl, Ágnes Gömöry, György Hajós

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

3-Aryltetrazolopyridinium salts react with thiophenolates to afford stable arylthio substituted pyridinium N-arylimide zwitterions as red crystals. The angularly fused tetrazolo[1,5-a]quinolinium salt react analogously and also yielded a blue zwitterionic product. The new zwitterions underwent solvolysis in methanol to give N-anilinopyridones, their alkylation yielding stable N-alkyl substituted salts and their reaction with dipolarophiles results in the formation of stable cycloadducts.

Original languageEnglish
Pages (from-to)3613-3618
Number of pages6
JournalTetrahedron
Volume58
Issue number18
DOIs
Publication statusPublished - Apr 29 2002

Keywords

  • 1,3-dipolar cycloaddition
  • Nitrogen elimination
  • Ring opening
  • Zwitterion

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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