Palladium catalysed tandem cyclisation - Anion capture processes .2. Cyclisation onto alkynes or allenes with hydride capture.

R Grigg*, Sabarinathan Loganathan, Seshadri Sridharan, P Stevenson, S Sukirthalingam, T Worakun

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

77 Citations (Scopus)

Abstract

A wide range of palladium catalysed regio- and stereo-specific 5-, 6- and 7-exo-dig mono-, bis- and tris-cyclisation processes of aryl and vinyl halides and allylic acetates are described. The mono- and bis-cyclisation processes terminate in hydride capture from piperidine-formic acid or sodium formate. Addition of TI2CO3 results in alkyne-allene isomerisation and leads, after cyclisation, to 1,3-dienes which give Diels-Alder adducts in good yield. Copyright (C) 1996 Elsevier Science Ltd

Original languageEnglish
Pages (from-to)11479-11502
Number of pages24
JournalTetrahedron
Volume52
Issue number35
Publication statusPublished - 26 Aug 1996
Event1st International Symposium on Cascade Reactions - LEEDS, United Kingdom
Duration: 01 Jan 1994 → …

Keywords

  • FUNCTIONALLY-SUBSTITUTED ARYL
  • INTRAMOLECULAR HECK REACTIONS
  • REGIOSPECIFIC CYCLIZATION
  • DEHYDROGENATION ROUTE
  • COUPLING REACTION
  • EXCHANGE-REACTION
  • INTERNAL ALKYNES
  • TERTIARY-AMINES
  • ALLYLIC AMINES
  • ION CAPTURE

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