N-Alkoxysulfurdiimide reagents for the one-step modular synthesis of primary sulfonimidamides

Journal article

Sulfonimidamides are an emerging motif in medicinal chemistry, however, current synthetic routes often require multi-step reaction sequences, deprotection steps, and lack the modularity needed for rapid and diverse library synthesis. Here, we describe the synthesis and application of previously unexplored N-alkoxysulfurdiimide reagents for the direct, one-step preparation of primary NH₂-sulfonimidamides. By modulating the choice of N-substituent, N-alkoxysulfurdiimide reagents can be designed to deliver different product distributions. This reactivity correlates with the electron density at sulfur, as inferred from the ¹³C NMR from the reagents. This tunability can be exploited to design reagents with improved compatibility across organometallic reagents, enabling the preparation of a diverse set of primary NH₂-sulfonimidamides.

Authors: Davison, SE; Andrews, JA; Crumpton, AE; Portela, MS; Clegg, MA

• Publication status: Accepted
• Peer review status: Peer reviewed
• Publisher: Wiley
• Journal: Angewandte Chemie International Edition
• Acceptance date: 2026-05-28
• EISSN: 1521-3773
• ISSN: 1433-7851
• Language: English