N -Fluorosulfonyl Guanidine: An Entry to N -Guanyl Sulfamides and Sulfamates.

Here, we present the straightforward synthesis of N -fluorosulfonyl guanidine ( 1 ) from two industrial feedstocks, guanidine hydrochloride and sulfuryl fluoride (SO 2 F 2 ), using SuFEx chemistry. Compound 1 exhibits excellent stability under ambient conditions and displays unique SuFEx reactivity toward amines and phenols to generate N -guanyl sulfamides and sulfamates that have rarely been accessed. Notably, water serves as an effective solvent in this process. Our protocol provides a reliable pathway for the synthesis and investigation of these novel guanidine-containing molecules.