Efficient and green synthesis of tetrasubstituted pyrroles promoted by task-specific basic ionic liquids as catalyst in aqueous media

Mol Divers. 2009 Nov;13(4):519-28. doi: 10.1007/s11030-009-9146-8. Epub 2009 Apr 21.

Abstract

Synthesis of tetrasubstituted pyrroles by the three-component condensation reaction of acid chlorides, dialkyl acetylenedicarboxylates, and amino acids in the presence of various room-temperature ionic liquids (RTILs) as catalysts in water is reported. Among the ionic liquids used, the basic functionalized ionic liquid, butyl methyl imidazolium hydroxide [bmim]OH, was the most effective catalyst. The influence of reaction temperature, reaction time, and amount of ionic liquid on the reaction was investigated. The [bmim]OH/H(2)O catalyst system could be reused for at least five recycles without appreciable loss of efficiency.

MeSH terms

  • Catalysis
  • Green Chemistry Technology / methods*
  • Hydrogen-Ion Concentration
  • Ionic Liquids / chemistry*
  • Kinetics
  • Pyrroles / chemistry*
  • Solvents / chemistry
  • Temperature
  • Water / chemistry*

Substances

  • Ionic Liquids
  • Pyrroles
  • Solvents
  • Water