Cs₂CO₃-Initiated Trifluoro-Methylation of Chalcones and Ketones for Practical Synthesis of Trifluoromethylated Tertiary Silyl Ethers

Molecules. 2017 May 18;22(5):769. doi: 10.3390/molecules22050769.

Abstract

It was found that 1,2-trifluoromethylation reactions of ketones, enones, and aldehydes were easily accomplished using the Prakash reagent in the presence of catalytic amounts of cesium carbonate, which represents an experimentally convenient, atom-economic process for this anionic trifluoromethylation of non-enolisable aldehydes and ketones.

Keywords: 1,2-addition; chalcone; trifluoromethylated silyl ether; trifluoromethylation.

MeSH terms

  • Aldehydes / chemistry
  • Carbonates / chemistry*
  • Catalysis
  • Cesium / chemistry*
  • Chalcones / chemistry*
  • Chemistry Techniques, Synthetic
  • Ethers / chemical synthesis*
  • Halogenation
  • Ketones / chemistry*
  • Methylation
  • Molecular Structure
  • Silanes / chemical synthesis*
  • Stereoisomerism

Substances

  • Aldehydes
  • Carbonates
  • Chalcones
  • Ethers
  • Ketones
  • Silanes
  • Cesium
  • cesium carbonate