20163-71-7

Upstream product

• 1618-26-4 2,4-dithiapentane 
• 2351-74-8 chloromethylsulfonylmethane 
• 5188-07-8 sodium thiomethoxide 
• 33577-16-1 methyl methylsulfinylmethyl sulfide 
• 67-68-5 dimethyl sulfoxide 
• 74-93-1 methylthiol 

Downstream Products

• 78787-08-3 cyclohexanone dimethyl dithioacetal S,S-dioxide 
• 87228-54-4 2-Methylsulfanylmethanesulfonyl-1-phenyl-ethanone 
• 19916-62-2 2-(Methylsulfonyl)-2-(methylthio)-1-phenylethan-1-one 
• 81236-33-1 (2-Methanesulfonyl-2-methylsulfanyl-ethyl)-benzene 
• 58058-79-0 1-Chloro-4-((E)-2-methanesulfonyl-2-methylsulfanyl-vinyl)-benzene 
• 58058-77-8 ((E)-2-Methanesulfonyl-2-methylsulfanyl-vinyl)-benzene 
• 83831-67-8 1-((E)-2-Methanesulfonyl-2-methylsulfanyl-vinyl)-4-methoxy-benzene 
• 83831-68-9 4-((E)-2-Methanesulfonyl-2-methylsulfanyl-vinyl)-1,2-dimethoxy-benzene 
• 2109-72-0 4-tert-butoxy-1-nitrobenzene 

Relevant academic research and scientific papers

Oxidation of Methyl (Methylthio)methyl Sulfoxide

Oxidation of methyl (methylthio)methyl sulfoxide (2) with hydrogen peroxide in acetic acid or methanol produced bis(methylsulfinyl)methane in high yield.Similar results were obtained in oxidation of 2 with ozone, sodium metaperiodate, and m-chloroperbenzoic acid.In contrast, methyl (methylthio)methyl sulfone (4) was exclusively formed when oxidation of 2 with hydrogen peroxide was carried out in methanol in the presence of sodium hydroxide.Furthermore, we established a convenient and efficient method of preparing 4 by oxidation of 2 with potassium permanganate.

Enantioselective Oxidation of 1,3-Dithioacetals Catalysed by Cyclohexanone Monooxygenase

Cyclohexanone monooxygenase catalysed oxidation of dithioacetals in combination with kinetic resolution gives enantiomerically pure (R)-monosulfoxides.

Oxidation of Dithia Compounds: Comparative Experimental and Theoretical Studies on 1,3-Bis(methylthio)propane, Bis(methylthio)methane, and meso-4,6-Dimethyl-1,3-dithiane

1,3-Bis(methylthio)propane, bis(methylthio)methane, and meso-4,6-dimethyl-1,3-dithiane were oxidized with 1–4 equivalents of hydrogen peroxide, meta-chloroperbenzoic acid, sodium periodate, or potassium permanganate, respectively, and the amounts of oxidized substrates (sulfoxides and/or sulfones) were determined by NMR spectroscopy. Sulfanyl groups in the former starting material turned out to behave like independent functions, while a mutual influence of the sulfur functions was verified in the latter compounds. A meaningful investigation was possible in the conformationally constrained dithiane derivative. Oxidation of the dithiane with stoichiometric amounts of periodate led to exclusive formation of bissulfoxides, while hydrogen peroxide and meta-chloroperbenzoic acid yielded the possible products less specifically and permanganate preferentially furnished sulfones. The experimental investigations were supported by calculations on energies and stereoelectronic effects of starting materials, products, and transition states. The unique property of permanganate to exclusively yield sulfones might be due to its special oxidation mechanism, where the sulfur is not only acting as nucleophile, but concomitantly as electrophilic moiety.

Electrosynthesis of sulfonamides from DMSO and amines under mild conditions

With DMSO as the solvent and the precursor of a -SO2Me unit at room temperature, a novel electrochemical oxidization and amination of DMSO with amines was developed for the synthesis of sulfonamides. Our investigations reveal that this transformation may involve a radical process and an electrochemical oxidization of DMSO.

Sulfur containing compounds

This invention is directed to novel and known stufur containing compounds and pharmaceutically acceptable salts thereof that have utility as antifungals and as antiproliferative agents against mammalian cells, in particular cancer cells and most particularly leukemia-derived cells. The invention provides a method for synthesizing certain of the sulfur containing compounds that is more efficient than previously known methods.

Structure-activity relationships for selected sulfur-rich antifungal compounds

A series of sulfur compounds has been prepared and tested against two kinds of fungi: Aspergillus niger and Aspergillus flavus. Results on various sulfone disulfides and ester disulfides have led to the formulation of a proposed mechanism for fungicidal behaviour that permits one to anticipate which structures will be antifungal.

Microbiological transformations 36: Preparative scale synthesis of chiral thioacetal and thioketal sulfoxides using whole-cell biotransformations

This work describes the preparative scale enantioselective oxidation of some prochiral dithioacetals and dithioketals to their corresponding chiral monosulfoxides using whole-cell cultures of microorganisms.