Copper-catalysed approach to spirocyclic oxindoles via a direct C-H, Ar-H functionalisation

Catherine L. Moody, Vilius Franckevičius, Pauline Drouhin, Johannes E.M.N. Klein, Richard J.K. Taylor

Research output: Contribution to journalArticlepeer-review

39 Scopus citations

Abstract

A practical and efficient entry to spirocyclic oxindoles from readily accessible anilide precursors, using only catalytic amounts of an inexpensive copper salt together with air as the sole re-oxidant, is described. In addition to providing access to a broad range of spiro-oxindole products, the utility of this method is demonstrated in a formal synthesis of the natural product, horsfiline.

Original languageEnglish (US)
Pages (from-to)1897-1899
Number of pages3
JournalTetrahedron Letters
Volume53
Issue number15
DOIs
StatePublished - Apr 11 2012

Keywords

  • C-H activation
  • Copper catalysis
  • Natural product synthesis
  • Radical cyclisation
  • Spirocyclic oxindoles

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