80816-38-2Relevant academic research and scientific papers
Oxidation of S,S-Diaryl-N-(p-tolylsulfonyl)sulfilimines and N-Unsubstituted S,S-Diaryl-sulfilimines with Potassium Hyperoxide Anion Radical (O2-.) in the Presence of 1-Bromopropane, Benzoyl Chloride, p-Tolylsulfonyl Chloride, Carbon Tetrachloride, Chloroform, or Dichloromethane in
Akutagawa, Kunihiko,Furukawa, Naomichi,Oae, Shigeru
, p. 1104 - 1107 (1984)
The reaction of S,S-diaryl-N-(p-tolylsulfonyl)sulfilimines and N-unsubstituted diaryl-sulfilimines with hydroperoxide anion radical (O2-.) in the presence of 18-crown-6 as a catalyst together with 1-bromopropane/benzene, benzoyl chloride/benzene, p-tolylsulfonyl chloride/benzene, carbon tetrachloride, chloroform, or dichloromethane, gave the corresponding sulfoximines, through nucleophilic oxidation with an intermadiary dioxy species formed upon treatment of organic halides with potassium hyperoxide (KO2).
Synthesis of diarylsulfoximines by the Friedel-Crafts reaction of sulfonimidoyl chlorides
Furusho,Okada,Takata
, p. 2827 - 2828 (2007/10/03)
In the presence of an equimolar amount of FeCl3, sulfonimidoyl chlorides were allowed to react with aromatic compounds to give the corresponding sulfoximines. Structure of the sulfonimidoyl chlorides and the aromatic compounds had considerable
COPPER CATALYZED REACTIONS OF S,S-DIARYL-N-TOSYLSULFILIMINES WITH SULFOXIDES: NEW SYNTHESIS OF N-TOSYLSULFOXIMINES
Akutagawa, Kunihiko,Furukawa, Naomichi,Oae, Shigeru
, p. 213 - 222 (2007/10/02)
S,S-Diaryl-N-tosylsulfilimines were readily reduced by treatment with copper to give the corresponding sulfides and a copper-tosylnitrenoid-complex which upon reacting with sulfoxides afforded the corresponding N-tosylsulfoximines, derived from sulfoxides in fair yields.When optically active (-)-(S)-methylphenyl sulfoxide was used, the corresponding (+)-N-tosylsulfoximine was obtained together with the sulfide derived from the N-tosylsulfilimine.The stereochemical course of the conversion of (-)-(S)-sulfoxide to (+)-N-tosylsulfoximine was found to be mainly retention (76percent) with partial racemization due to thermal pyramidal inversion of the starting sulfoxide.
A CONVENIENT PREPARATION OF N-(ARENESULFONYL)SULFOXIMINES BY OXIDATION OF N-(ARENESULFONYL)SULFILIMINES WITH SODIUM HYPOCHLORITE IN A TWO PHASE SYSTEM
Furukawa, Naomichi,Akutagawa, Kunihiko,Yoshimura, Toshiaki,Oae, Shigeru
, p. 3989 - 3992 (2007/10/02)
N-(Arenesulfonyl)sulfilimines can be oxidized to the corresponding sulfoximines in high yields with sodium hypochlorite in an AcOEt-H2O two phase system in the presence of quaternary ammonium salts as catalysts.
