SuFEx Activation with Ca(NTf <sub>2</sub> ) <sub>2</sub> : A Unified Strategy to Access Sulfamides, Sulfamates, and Sulfonamides from S(VI) Fluorides
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 Ende, Nicholas D. Ball
Abstract
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 this transformation to parallel medicinal chemistry to generate a broad array of nitrogen-based S(VI) compounds.
Topics & Concepts
ChemistryDABCOSulfamideSulfonylCombinatorial chemistryOrganic chemistryCatalysisAlkylSulfur-Based Synthesis TechniquesSynthesis and Catalytic ReactionsFluorine in Organic Chemistry