Work

Synthesis of Chiral‐at‐Sulfur(VI) Sulfonimidamide Brønsted Acids

Year: 2026

Type: article

Abstract: ABSTRACT Herein, we report an efficient and simple strategy to access diverse chiral‐at‐sulfur(VI) Brønsted acids. Sulfonimidoyl chlorides or fluorides react with sulfonamides with inversion of configuration, producing chiral‐at‐sulfur sulfonimidamides containing an acidic NH group. Similarly, reactions of sulfonimidoyl chlorides with corresponding sulfonimidamides give access to C 2 ‐symmetric chiral‐at‐sulfur Brønsted acids. Finally, attaching sulfonimidamides to a 1,1‐bi‐2‐naphthol (BINOL)‐derived phosphoryl chloride scaffold generates Brønsted acids combining sulfur‐centered point chirality with BINOL axial chirality.

Source: Chemistry - A European Journal

DOI: 10.1002/chem.71623