Late-Stage ¹⁸F/¹⁹F Isotopic Exchange for the Synthesis of ¹⁸F-Labeled Sulfamoyl Fluorides

Abstract

Synthesis of sulfamoyl [¹⁸F]fluorides has been a challenging topic owing to the inefficient nucleophilic radiofluorination of sulfamoyl derivatives. Herein, we report an ¹⁸F/¹⁹F isotopic exchange approach to synthesize various sulfamoyl [¹⁸F]fluorides, otherwise inaccessible via direct synthesis from amines, with high radiochemical yields up to 97% (30 examples). This late-stage labeling protocol offers an efficient route to yield functionalized molecules by diversifying the chemical library possessing sulfamoyl functionalities through nucleophilic ¹⁸F incorporation within nitrogen-containing sulfur(VI) frameworks.