Tandem intermolecular Suzuki coupling/intramolecular vinyl triflate-arene coupling

Chem Commun (Camb). 2002 Apr 21:(8):832-3. doi: 10.1039/b200692h.

Abstract

Treatment of a benzyl substituted meso-ditriflate with boronic acids in the presence of palladium acetate, triphenylphosphine and caesium fluoride results in intermolecular Suzuki coupling followed by vinyl triflate-arene cyclisation to provide, in high yields, single regioisomers of tricyclic-carbocycles.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Boronic Acids / chemical synthesis*
  • Boronic Acids / chemistry*
  • Catalysis
  • Cesium / chemistry
  • Chemistry, Organic / methods*
  • Cyclization
  • Fluorides / chemistry
  • Mesylates / chemistry*
  • Molecular Structure
  • Organophosphorus Compounds / chemistry
  • Palladium / chemistry
  • Stereoisomerism
  • Vinyl Compounds / chemistry*

Substances

  • Boronic Acids
  • Mesylates
  • Organophosphorus Compounds
  • Vinyl Compounds
  • vinyl triflate
  • Cesium
  • triphenylphosphine
  • Palladium
  • Fluorides
  • cesium fluoride