Synthesis of indazole-N-oxides via the 1,7-electrocyclisation of azomethine ylides

Miklós Nyerges, Imre Fejes, Andrea Virányi, Paul W. Groundwater, László Toke

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

The first example of the 1,7-electrocyclisation of a non-stabilised azomethine ylide, e.g. 2, onto a nitro group, to give a 1,2,6-oxadiazepine intermediate, e.g. 4, is reported. Subsequent ring contraction results in the formation of the indazole-N-oxides 5, 12, and 14.

Original languageEnglish
Pages (from-to)5081-5083
Number of pages3
JournalTetrahedron Letters
Volume42
Issue number30
DOIs
Publication statusPublished - Jul 23 2001

Keywords

  • Cycloadditions
  • Electrocyclic reactions
  • Indazoles
  • Isoquinolines
  • Nitro compounds

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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