In organic chemistry, sulfamoyl fluoride is an organic compound having the chemical formula FâÂÂSO<sub>2</sub>âÂÂN(âÂÂR<sup>1</sup>)âÂÂR<sup>2</sup>. Its derivatives are called sulfamoyl fluorides.
Examples of sulfamoyl fluorides include:
Sulfamoyl fluorides are contrasted with the sulfonimidoyl fluorides with structure R<sup>1</sup>-S(O)(F)=N-R<sup>2</sup>.
Sulfamoyl fluorides can be made by treating secondary amines with sulfuryl fluoride (SO<sub>2</sub>F<sub>2</sub>) or sulfuryl chloride fluoride (SO<sub>2</sub>ClF). Cyclic secondary amines work as well, provided they are not aromatic.
Sulfamoyl fluorides can also be made from sulfamoyl chlorides, by reacting with a substance that can supply the fluoride ion, such as NaF, KF, HF, or SbF<sub>3</sub>.
Sulfonamides can undergo a Hofmann rearrangement when treated with a difluoro-û<sup>3</sup>-bromane to yield a singly substituted N-sulfamoyl fluoride.