Parallel solution-phase synthesis of 2-alkylthio-5-arylidene-3,5-dihydro-4H-imidazol-4-one by one-pot three-component domino reaction

J Comb Chem. 2007 Nov-Dec;9(6):935-42. doi: 10.1021/cc070022i. Epub 2007 Sep 7.

Abstract

A practical protocol for the preparation of a parallel solution-phase library of 5-arylidene imidazolone is reported. Target compounds were obtained in good yield, stereoselectively, and purity by one-pot domino reaction from various thiohydantoines, arylaldimines, and halogenoalkanes. Purification of the final products by recrystallization with a mixture of pentane/ethanol allowed simple isolation of the 17 components of the array.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkanes / chemistry*
  • Combinatorial Chemistry Techniques*
  • Hydrocarbons, Halogenated / chemistry
  • Imidazoles / chemical synthesis*
  • Imines / chemistry
  • Models, Chemical
  • Solvents / chemistry
  • Sulfhydryl Compounds / chemistry*

Substances

  • Alkanes
  • Hydrocarbons, Halogenated
  • Imidazoles
  • Imines
  • Solvents
  • Sulfhydryl Compounds