Synthesis of 18F-Labeled Aryl Fluorosulfates via Nucleophilic Radiofluorination

Org Lett. 2020 Jul 17;22(14):5511-5516. doi: 10.1021/acs.orglett.0c01868. Epub 2020 Jun 26.

Abstract

Sulfuryl fluoride gas is a key reagent for SO2F transfer. However, conventional SO2F transfer reactions have limited 18F-radiochemistry translation, due to the inaccessibility of gaseous [18F]SO2F2. Herein, we report the first SO2F2-free synthesis of aryl [18F]fluorosulfates from both phenolic and isolated aryl imidazylate precursors with cyclotron-produced 18F-. The radiochemical yields ranged from moderate to good with excellent functional group tolerance. The reliability of our approach was validated by the automated radiosynthesis of 4-acetamidophenyl [18F]fluorosulfate.

Publication types

  • Research Support, Non-U.S. Gov't