Synthesis of fused tetracyclic spiroindoles via palladium-catalysed cascade cyclisation

Chem Commun (Camb). 2014 Jan 11;50(3):298-300. doi: 10.1039/c3cc46511j.

Abstract

Efficient palladium-catalysed cascade cyclisation to form spiroindoles is developed. Treatment of indoles bearing a propargyl chloride side chain at the 3-position with various external nucleophiles in the presence of a catalytic amount of Pd2(dba)3·CHCl3/dppb and Cs2CO3 in THF gives fused tetracyclic spiroindoles in moderate to good yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Cyclization
  • Indoles / chemical synthesis
  • Indoles / chemistry*
  • Nitrogen / chemistry
  • Oxidation-Reduction
  • Palladium / chemistry*
  • Spiro Compounds / chemistry

Substances

  • Indoles
  • Spiro Compounds
  • Palladium
  • Nitrogen