Synthesis of sulfamoyl [F]fluorides has been a challenging topic owing to the inefficient nucleophilic radiofluorination of sulfamoyl derivatives. Herein, we report an F/F isotopic exchange approach to synthesize various sulfamoyl [F]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 F incorporation within nitrogen-containing sulfur(VI) frameworks.

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http://dx.doi.org/10.1021/acs.orglett.1c00671DOI Listing

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