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

Org Lett

Institute of Translational Medicine, National Facility for Translational Medicine (Shanghai), Shanghai Jiao Tong University, Shanghai 200240, China.

Published: April 2024

Here, we present the straightforward synthesis of -fluorosulfonyl guanidine () from two industrial feedstocks, guanidine hydrochloride and sulfuryl fluoride (SOF), using SuFEx chemistry. Compound exhibits excellent stability under ambient conditions and displays unique SuFEx reactivity toward amines and phenols to generate -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.

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Source
http://dx.doi.org/10.1021/acs.orglett.4c00716DOI Listing

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