Fused azolium salts XVIII [1]. Synthesis and reactivity of a novel fused heteroaromatic system: [1,2,3]triazolo[1,5-b]isoquinolinium salts

Mariann Béres, György Hajós, Zsuzsanna Riedl, Géza Timári, András Messmer

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

Oxidative cyclization of 3-isoquinolyl ketone hydrazones afforded the novel tricyclic heteroaromatic [1,2,3]triazolo[1,5-b]isoquinolinium salts. The reactivity of the ring system towards nucleophiles proved to be regioselective. Secondary amines induced ring opening of the pyridine moiety, forming a triazolyl substituted benzaldehyde derivative; sodium borohydride afforded partially reduced derivatives of the parent compound.

Original languageEnglish
Pages (from-to)897-908
Number of pages12
JournalMonatshefte fur Chemie
Volume129
Issue number8-9
DOIs
Publication statusPublished - Jan 1 1998

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Keywords

  • Indole synthesis
  • Regiospecificity, Ring opening
  • Ring closure
  • Triazolium salt

ASJC Scopus subject areas

  • Chemistry(all)

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