Sequential one-pot bimetallic Ir(III)/Pd(0) catalysed mono-/bis-alkylation and spirocyclisation processes of 1,3-dimethylbarbituric acid and allenes

Chem Commun (Camb). 2006 Dec 28:(48):5000-2. doi: 10.1039/b614098j. Epub 2006 Nov 15.

Abstract

Microwave assisted indirect functionalization of alcohols with 1,3-dimethylbarbituric acid followed by spirocyclisation employing a sequential one-pot Ir(III)/Pd(0) catalysed process, involving the formation of three new C-C bonds, one spirocyclic ring and one di- or tri-substituted exocyclic alkene, is described.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkadienes / chemistry*
  • Alkylation
  • Barbiturates / chemical synthesis*
  • Barbiturates / chemistry
  • Benzyl Alcohols / chemistry
  • Catalysis
  • Crystallography, X-Ray
  • Cyclization
  • Heterocyclic Compounds / chemical synthesis
  • Heterocyclic Compounds / chemistry
  • Iridium / chemistry*
  • Microwaves
  • Models, Molecular
  • Molecular Conformation
  • Molecular Structure
  • Palladium / chemistry*
  • Spiro Compounds / chemical synthesis
  • Spiro Compounds / chemistry
  • Stereoisomerism

Substances

  • Alkadienes
  • Barbiturates
  • Benzyl Alcohols
  • Heterocyclic Compounds
  • Spiro Compounds
  • Iridium
  • propadiene
  • Palladium
  • 1,3-dimethylbarbituric acid