Synthesis of N-Acyl Sulfamates from Fluorosulfates and Amides.
Philippe GillesCedrick VeryserSarah VangrunderbeeckSam CeustersLuc Van MeerveltWim Michel De BorggraevePublished in: The Journal of organic chemistry (2019)
A novel synthetic strategy toward N-acyl sulfamates was developed. Interestingly, fluorosulfates, a new emerging class of electrophiles, were used to construct the sulfamate core. This precludes handling of chlorosulfonyl isocyanate and sulfamoyl chloride. In combination with amides, a wide and diverse set of N-acyl sulfamates was synthesized, including functionalized bioactive compounds. Furthermore, initial results showed that this method is also amenable to access N-thioacyl sulfamates.
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