A facile one-pot synthesis of 4,5-diaryl-2,2-dimethyl-3(2H)-furanones

Bioorg Med Chem. 2002 Apr;10(4):1137-42. doi: 10.1016/s0968-0896(01)00388-1.

Abstract

An efficient and practical one-pot synthesis of 4,5-diaryl-2,2-dimethyl-3(2H)-furanones has been achieved from 1,2-diarylethanones and 2-bromoisobutyryl cyanide in the presence of excess base, by employing the 'hard soft acid base' principle. The reaction scope of 2-bromoisobutyryl cyanide could be expanded to prepare a variety of 2,2-dimethyl-3(2H)-furanone derivatives other than 4,5-diaryl-2,2-dimethyl-3(2H)-furanones.

MeSH terms

  • Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis
  • Cyclooxygenase Inhibitors / chemical synthesis
  • Furans / chemical synthesis*
  • Ketones

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Cyclooxygenase Inhibitors
  • Furans
  • Ketones