One-pot synthesis of N-acyl-substituted sulfamides from chlorosulfonyl isocyanate via the Burgess-type intermediates

The title N-alkoxycarbonyl- or N-aryloxycarbonyl-substituted sulfamides were synthesised in one-pot in efficient yields from chlorosulfonyl isocyanate (CSI), alcohols and aqueous (or dry) amines via the corresponding water-resistant intermediates, carboxysulfamoylammonium salts (Burgess-type reagents), which were generated in situ by the deactivation of the corresponding water-sensitive N-(chlorosulfonyl)carbamates with tertiary amines.