Synthesis of benz[5,6]azepino[4,3-b]indoles by 1,7-electrocyclisation of azomethine ylides

Miklós Nyerges, Áron Pintér, Andrea Virányi, István Bitter, László Toke

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

A new, general route to the benz[5,6]azepino[4,3-b]indole ring system has been developed via the 1,7-dipolar electrocyclisation reactions of azomethine ylides. A new, general route to the benz[5,6]azepino[4,3-b]indole ring system has been developed via the 1,7-dipolar electrocyclisation reactions of azomethine ylides derived from easily available 3-formyl indole derivatives. The intermediacy of azomethine ylides was shown by the trapping of the proposed α,β:γ,δ-conjugated dipole with N-phenylmaleimide.

Original languageEnglish
Pages (from-to)377-380
Number of pages4
JournalTetrahedron Letters
Volume46
Issue number3
DOIs
Publication statusPublished - Jan 17 2005

Keywords

  • Azomethine ylide
  • Cycloaddition
  • Electrocyclisation
  • Indole

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Synthesis of benz[5,6]azepino[4,3-b]indoles by 1,7-electrocyclisation of azomethine ylides'. Together they form a unique fingerprint.

  • Cite this