[(18) F]CuCF3 : a [(18) F]trifluoromethylating agent for arylboronic acids and aryl iodides

Chemistry. 2014 Jul 28;20(31):9514-8. doi: 10.1002/chem.201403630. Epub 2014 Jun 24.

Abstract

Positron emission tomography has emerged as the leading method for medical imaging with fluorine-18 as the most widely used radioactive isotope. Here we report a semi-automated method for the preparation of valuable [(18) F]trifluoromethylcopper, as well as its use for the radiosynthesis of [(18) F]trifluoromethylarenes and heteroarenes. Mild conditions of [(18) F]trifluoromethylation make this method particularly useful for the radiosynthesis of pharmacologically relevant [(18) F]trifluoromethylarenes and heteroarenes.

Keywords: arylboronic acid; copper; fluorine; radiochemistry; trifluoromethylation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkylating Agents / chemistry
  • Boronic Acids / chemical synthesis*
  • Chlorofluorocarbons, Methane / chemistry
  • Copper / chemistry*
  • Crystallography, X-Ray
  • Fluorine Radioisotopes / chemistry*
  • Hydrocarbons, Iodinated / chemical synthesis*
  • Hydrocarbons, Iodinated / chemistry
  • Isotope Labeling / methods
  • Methylation
  • Models, Molecular
  • Molecular Structure
  • Organometallic Compounds / chemical synthesis*
  • Positron-Emission Tomography / methods
  • Radiopharmaceuticals / chemical synthesis*

Substances

  • Alkylating Agents
  • Boronic Acids
  • Chlorofluorocarbons, Methane
  • Fluorine Radioisotopes
  • Hydrocarbons, Iodinated
  • Organometallic Compounds
  • Radiopharmaceuticals
  • Copper
  • fluoroform