Oxidation of<i>S</i>,<i>S</i>-Diaryl-<i>N</i>-(<i>p</i>-tolylsulfonyl)sulfilimines and<i>N</i>-Unsubstituted<i>S</i>,<i>S</i>-Diaryl-sulfilimines with Potassium Hyperoxide Anion Radical (O<sub>2</sub><sup>\ewdot</sup>) in the Presence of 1-Bromopropane, Benzoyl Chloride,<i>p</i>-Tolylsulfonyl Chloride, Carbon Tetrachloride, Chloroform, or Dichloromethane in Aprotic Media
S-diaryl-N-(p-tolylsulfonyl)sulfilimines and N-unsubstituted diaryl-sulfilimines with hyperoxide anion radical (O2\ewdot) in the presence of 18-crown-6 as a catalyst together with 1-bromopropane/benzene, benzoyl chloride/benzene, p-tolylsulfonyl chloride/benzene, carbontetrachloride, chloroform, or dichloromethane, gave the corresponding sulfoximines, through nucleophilic oxidation with an intermediary dioxy
Synthesis of Diarylsulfoximines by the Friedel-Crafts Reaction of Sulfonimidoyl Chlorides
作者:Yoshio Furusho、Yuichiro Okada、Toshikazu Takata
DOI:10.1246/bcsj.73.2827
日期:2000.12
In the presence of an equimolar amount of FeCl3, sulfonimidoylchlorides were allowed to react with aromatic compounds to give the corresponding sulfoximines. Structure of the sulfonimidoylchlorides and the aromatic compounds had considerable influence on the yield of the sulfoximines.
A convenient preparation of N- (arenesulfonyl) sulfoximines by oxidation of N- (arenesulfonyl) sulfilimines with sodium hypochlorite in a two phase system
N-(Arenesulfonyl) sulfilimines can be oxidized to the corresponding sulfoximes in high yields with sodium hypochlorite in an AcOEt-H2O two phase system in the presence of quaternary ammonium salts as catalysts.