3-Alkenyl-oxindoles: Natural Products, Pharmaceuticals, and Recent Synthetic Advances in Tandem/Telescoped Approaches

Alessia Millemaggi, Richard J. K. Taylor

Research output: Contribution to journalLiterature reviewpeer-review

Abstract

The structures and biological activities of naturally occurring 3-alkenyl-oxindoles are reviewed. Important man-made 3-alkenyl-oxindoles are covered, particularly those with pharmaceutical applications such as sunitinib (SU11248), the orally active receptor tyrosine kinase inhibitor marketed by Pfizer as Sutent (R). Traditional synthetic approaches to 3-alkenyl-oxindoles are summarised and then recently developed tandem/telescoped synthetic routes are described.

Original languageEnglish
Pages (from-to)4527-4547
Number of pages21
JournalEuropean Journal of Organic Chemistry
Issue number24
DOIs
Publication statusPublished - Aug 2010

Keywords

  • Nitrogen heterocycles
  • Natural products
  • Antitumor agents
  • Domino reactions
  • Telescoped reactions
  • PALLADIUM-CATALYZED CYCLIZATION
  • C-H FUNCTIONALIZATION
  • PROTEASOME INHIBITORS TMC-95A
  • DEPENDENT KINASE INHIBITORS
  • CIMICIFUGA-DAHURICA MAXIM
  • STEREOSELECTIVE-SYNTHESIS
  • OXINDOLE ALKALOIDS
  • SELECTIVE SYNTHESIS
  • CELL-CYCLE
  • 2-(ALKYNYL)ARYL ISOCYANATES

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