Base-catalysed 18F-labelling of trifluoromethyl ketones. Application to the synthesis of 18F-labelled neutrophil elastase inhibitors

Chem Commun (Camb). 2021 Sep 4;57(68):8476-8479. doi: 10.1039/d1cc03624f. Epub 2021 Aug 4.

Abstract

A new method for the fluorine-18 labelling of trifluoromethyl ketones has been developed. This method is based on the conversion of a-COCF3 functional group to a difluoro enol silyl ether followed by halogenation and fluorine-18 labelling. The utility of this new method was demonstrated by the synthesis of fluorine-18 labelled neutrophil elastase inhibitors, which are potentially useful for detection of inflammatory disorders.

MeSH terms

  • Fluorine Radioisotopes / chemistry*
  • Ketones / chemistry*
  • Molecular Structure
  • Proteinase Inhibitory Proteins, Secretory / chemical synthesis*
  • Proteinase Inhibitory Proteins, Secretory / chemistry

Substances

  • Fluorine Radioisotopes
  • Ketones
  • Proteinase Inhibitory Proteins, Secretory
  • Fluorine-18