A novel method for the preparation of 4-arylimidazolones

Org Lett. 2013 Jun 7;15(11):2830-3. doi: 10.1021/ol401165e. Epub 2013 May 28.

Abstract

A series of 4-arylimidazolones have been accessed via late-stage, palladium-mediated arylation of acetone- and cyclohexanone-derived 4-chloroimidazolones. The 4-chloroimidazolones were prepared via a novel rearrangement of the corresponding imidazolone N-oxides. This communication serves as an expansion of chemistry originally developed for our glucagon receptor antagonist program.

MeSH terms

  • Catalysis
  • Cyclic N-Oxides / chemical synthesis*
  • Cyclic N-Oxides / chemistry*
  • Cyclohexanones / chemistry
  • Imidazoles / chemical synthesis*
  • Imidazoles / chemistry*
  • Molecular Structure
  • Palladium / chemistry
  • Receptors, Glucagon / antagonists & inhibitors*
  • Receptors, Glucagon / chemistry*

Substances

  • Cyclic N-Oxides
  • Cyclohexanones
  • Imidazoles
  • Receptors, Glucagon
  • imidazolone
  • cyclohexanone
  • Palladium