SuFEx Activation with Ca(NTf2)2: A Unified Strategy to Access Sulfamides, Sulfamates, and Sulfonamides from S(VI) Fluorides

• DOI: 10.1021/acs.orglett.0c01397
• Publication Date: 2020-05-27T17:21:16Z
• Authors: Subham Mahapatra; Cristian P. Woroch; Todd W. Butler; Sabrina N. Carneiro; Sabrina C. Kwan; Samuel R. Khasnavis; Junha Gu; Jason K. Dutra; Beth C. Vetelino; Justin Bellenger; Christopher W. am...; Nicholas D. Ball
• Keywords: 01 natural sciences; 0104 chemical sciences

A method to activate sulfamoyl fluorides, fluorosulfates, and sulfonyl fluorides with calcium triflimide, and DABCO for SuFEx with amines is described. The reaction was applied to a diverse set of sulfamides, sulfamates, and sulfonamides at room temperature under mild conditions. Additionally, we highlight the application of this transformation to parallel medicinal chemistry to generate a broad array of nitrogen-based S(VI) compounds.