Radical cyclisation of N-(cyclohexenyl)acrylamides: Synthesis of bicyclic N-heterocycles

A F Parsons, D A Williams

Research output: Contribution to journalArticlepeer-review

Abstract

The Bu3SnH mediated cyclisation of various N-acryloxy-2-amino-2-cyclohexenones was explored. This predominantly gave rise to bicyclic lactams but the reaction mechanism was shown to depend upon the substitution of the amide double bond. Preliminary studies targeted towards the preparation of bicyclic lactones are also reported. (C) 1998 Elsevier Science Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)13405-13420
Number of pages16
JournalTetrahedron
Volume54
Issue number44
Publication statusPublished - 29 Oct 1998

Keywords

  • radicals and radical reactions
  • cyclisation
  • tin and compounds
  • enamides
  • O-STANNYL KETYLS
  • CYCLIZATION REACTIONS
  • HALIDES
  • CONVERSION
  • LACTAMS

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