Methoxycarbonylmethanesulfonyl chloride

Synthesis of jS-Sultams. Formation of the /3-sultam (eq 1) proceeds via addition of methoxycarbonylmethanesulfonyl chloride to a solution of the desired imine (1 equiv) and a tertiary amine base (1.5 equiv) at —78 °C. Best results are obtained using THF as the solvent and pyridine as the base. Yields are moderate to high. In general, the yields are higher when the substituent is aryl rather than alkyl. 

Synthesis of Sulfonamides. Sulfonamides are formed in moderate to good yields by the reaction of methoxycarbonylmethanesulfonyl chloride with the desired amine in the presence of triethylamine (eq 2). This reaction is usually carried out using arylamines, but can be extended to peptidic amines. ... 

---