Synthesis of F-Labeled Aryl Fluorosulfates via Nucleophilic Radiofluorination.

Sulfuryl fluoride gas is a key reagent for SOF transfer. However, conventional SOF transfer reactions have limited F-radiochemistry translation, due to the inaccessibility of gaseous [F]SOF. Herein, we report the first SOF-free synthesis of aryl [F]fluorosulfates from both phenolic and isolated aryl imidazylate precursors with cyclotron-produced F. 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 [F]fluorosulfate.