Saturated Heterocyclic Sulfamoyl Fluorides: Building Blocks for the SuFEx Chemistry

Abstract A scalable protocol for direct SO 2 F 2 ‐based fluorosulfonylation of saturated (hetero)cyclic and functionalized amines is reported. The method is cost‐effective and applicable for multigram preparation of structurally diverse compounds, as illustrated by the synthesis of 58 building blocks decorated with common functional groups. A comparison of overall yields of products demonstrates the advantages of the present method over alternative approaches. The obtained functionalized sp 3 ‐enriched sulfamoyl fluorides can be considered a new generation of building blocks for SuFEx (sulfur fluoride exchange) chemistry. The synthetic utility of the synthesized building blocks was demonstrated by late‐stage reactions tolerating the SO 2 F functionality as well as transformations to provide the corresponding sulfamide, sulfamate, and sulfonamide derivatives.