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

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
46
Issue
3
Identifiers
DOI: 10.1016/j.tetlet.2004.11.127
Keywords
  • Azomethine Ylide
  • Cycloaddition
  • Electrocyclisation
  • Indole

Abstract

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 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.

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