Reaction of Sulfenamides With Di-Alkyl and Trialkyl PHOSPHITES.AN Efficient Synthesis of Phosphoramidates by Unusual Substitution at S–n Bond in (2-Benzothiazolyl)sulfenamides

Regioselective attack of the trivalent phosphorus atom of dialkyl and trialkyl phosphites on either nitrogen or sulfur atom of sulfenamides has been found. The reaction of phenylsulfenamides with dialkyl phosphites yielded phosphorothiolates, whereas the treatment of (2-benzothiazolyl)sulfenamides with dialkyl and trialkyl phosphites gave phosphoramidates in excellent yields.