Reaction of sulfonimidamide anions with electrophiles

Synthesis of sulfonimidamides from sulfinamides by oxidation with N-chlorosuccinimide

“…[ 10 - 13 ] Other chlorinating agents present a rather limited substrate scope. For example, chlorine [ 14 - 17 ] is preferred for N -alkyl sulfinamides, reacting very violently with N -aryl derivatives. N -chlorobenzotriazole [ 15 , 16 , 18 ] is less efficient with bulky amines, and with chloramine-T or -N[ 3 , 4 , 19 ] only N -tosyl or -nosyl sulfonimidamides can be obtained.…”