Copper-catalyzed [18F]fluorination of (mesityl)(aryl)iodonium salts

Org Lett. 2014 Jun 20;16(12):3224-7. doi: 10.1021/ol501243g. Epub 2014 Jun 3.

Abstract

A practical, rapid, and highly regioselective Cu-catalyzed radiofluorination of (mesityl)(aryl)iodonium salts is described. This protocol utilizes [(18)F]KF to access (18)F-labeled electron-rich, -neutral, and -deficient aryl fluorides under a single set of mild conditions. This methodology is applied to the synthesis of protected versions of two important radiotracers: 4-[(18)F]fluorophenylalanine and 6-[(18)F]fluoroDOPA.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Catalysis
  • Combinatorial Chemistry Techniques
  • Copper / chemistry*
  • Fluorine Radioisotopes / chemistry
  • Hydrocarbons, Fluorinated / chemical synthesis*
  • Hydrocarbons, Fluorinated / chemistry
  • Molecular Structure
  • Onium Compounds / chemistry*
  • Salts

Substances

  • Fluorine Radioisotopes
  • Hydrocarbons, Fluorinated
  • Onium Compounds
  • Salts
  • Copper