Transsulfinamidation of Sulfinamides with Amines

Metal- and additive-free transsulfinamidation of N-unsubstituted sulfinamides and N-pivaloyl-protected sulfinamides with various amines is reported. With this method, both N-monosubstituted and N,N-disubstituted sulfinamides were obtained in good yields simply by heating. Preliminary experiments also indicate that alcohols can be used as nucleophiles instead of amines and can provide sulfinate esters.

Automated summary

A metal- and additive-free reaction for the transsulfinamidation of N-unsubstituted sulfinamides and N-pivaloyl-protected sulfinamides with various amines is reported. The reaction proceeds by simply heating and provides both N-monosubstituted and N,N-disubstituted sulfinamides in good yields. Preliminary experiments also show that alcohols can be used as nucleophiles instead of amines, giving sulfinate esters.