Sulfamides, diaryl

Diaryl sulfamides (201) produced in the condensation of Grignard (primary, tertiary or aryl) and ( -ga-nolithium (primary or aryl) reagents with sulfamylimines (200) can, however, be hydrolyzed in refluxing aqueous pyridine to afford arylamines (202) in good (75-95%) overall yield (Scheme 38). ... 

A simple, efficient synthesis of 4-substituted 1,2,4,6-thiatriazine 1,1-dioxides involves reacting 0,0 -diaryl carbonimidates with thionyl chloride and triethylamine to give sulfoxides which are oxidized with MCPBA. The resulting sulfamides are then reacted with primary amines to give the required products (Scheme 9) <87S170>. 

A range of cyclic ketimines (38, X = CH2, O, NR) undergo rhodium-catalysed asymmetric arylation to give gem-diaryl sulfamidates or sulfamides (39) in up to 99% ee. The products can be converted into a-tertiary chiral amine derivatives without loss of enantiomeric purity. 

---