87905-04-2Relevant articles and documents
Syntheses and Some Properties of Sulfoxides, Sulfilimines, Aminosulfonium Salts and Sulfoximines Containing Pyridine Nuclei
Furukawa, Naomichi,Takahashi, Fujio,Tsutomu, Kawai,Kishimoto, Keiko,Ogawa, Satoshi,Oae, Shigeru
, p. 167 - 180 (2007/10/02)
Several 2-pyridyl sulfides (1) (e.g., methyl (1a), ethyl (1b), isopropyl (1c), benzyl (1d), 1-phenylethyl (1e), l-menthyl (1f) 2-pyridyl sulfides); and bis(2-pyridylthio)methane (1g), and methyl 2-(N-oxy-pyridyl) sulfide (1h) were prepared by the usual method.Sulfoxides (2) were prepared by oxidation of the corresponding sulfides with m-chloroperbenzoic acid in good yields.A few sulfoxides were found to work as phase-transfer catalysts for some typical nucleophilic reactions in nonpolar solvents such as benzene, and in two-phase systems such as benzene-water.S-2-Pyridyl-N-(p-toluenesulfonyl) sulfinilimines (3) were prepared upon treatment of sulfides with Chloramine-T.Hydrolysis of N-(p-toluenesulfonyl)-2-pyridyl-o-tolylsulfilimine (3i) with conc. sulfuric acid gave the corresponding free sulfilimine in a moderate yield.S-2-Pyridyl sulfoximines (4) were not obtained by the general method from the sulfoxides and hydrazoic acid.Alkyl-2-pyridyl sulfoximines, however, were obtained by oxidation of the free sulfilimines derived from the corresponding aminosulfonium salts (5) prepared by reaction of the sulfides with mesitylene-sulfonylhydroxylamine (MSH).These free sulfilimines and sulfoximines thus prepared were found to give adducts with a few copper salts.
