Sulfonimidamides by Sequential Mechanochemical Chlorinations and Aminations of Sulfinamides

Here, we report the first mechanochemical synthesis of sulfonimidamides. The one-pot, two-step method requires neither a solvent nor inert conditions. In a mixer mill, sulfinamides are rapidly converted to sulfonimidoyl chlorides by oxidative chlorination with N-chlorosuccinimide (NCS). Subsequent substitutions with amines provides a wide range of diversely substituted sulfonimidamides.

Automated summary

The first mechanochemical synthesis of sulfonimidamides is reported in this study. This one-pot, two-step method does not require a solvent or inert conditions. Sulfinamides are rapidly converted to sulfonimidoyl chlorides through oxidative chlorination with N-chlorosuccinimide (NCS) in a mixer mill, followed by substitution with amines to provide a wide range of diversely substituted sulfonimidamides.