53120-16-4

Upstream product

• 70026-35-6 methyl (4-(prop-2-yl)phenyl)sulfane 
• 4946-14-9 4-mercapto-cumene 
• 99-88-7 4-Isopropylaniline 
• 67-68-5 dimethyl sulfoxide 
• 1308833-99-9 2-[(4-isopropylphenyl)sulfanyl]ethyl phenyl sulfone 
• 1308833-66-0 2-[(4-isopropylphenyl)sulfinyl]ethyl phenyl sulfone 
• 74-88-4 methyl iodide 

Relevant academic research and scientific papers

Visible light catalyzed methylsulfoxidation of (het)aryl diazonium salts using DMSO

The visible light catalyzed methylsulfoxidation of (het)aryl diazonium salts using DMSO is illustrated. This is the first example of DMSO being used as the source of the methylsulfinyl group. The procedure tolerates a wide range of functional groups on (het)aryl diazonium salts and provides aryl methyl sulfoxides in excellent yields under mild reaction conditions.

Organocatalytic asymmetric synthesis of sulfoxides from sulfenic acid anions mediated by a cinchona -derived phase-transfer reagent

Preliminary results concerning a conceptually novel route to chiral sulfoxides based on the asymmetric alkylation of sulfenate salts with alkyl halides mediated by a chiral phase-transfer catalyst are described. As a representative example, o-anisyl methyl sulfoxide was produced in 96% yield and with an enantiomeric excess of 58% using commercial cinchonidinium derivative 2a.

Synthesis of optically active 2,5-dialkylcyclohexane-1,4-diols and their application in the asymmetric oxidation of sulfides

A simple and efficient approach to obtain optically pure 1,4-diols was established. The asymmetric oxidation of sulfides to sulfoxides with cumyl hydroperoxide in moderate yields and moderate to high enantioselectivities (up to 84%) catalyzed by chiral Ti/ 1,4-diols complexes has been achieved. A 76% ee value was obtained in the asymmetric synthesis of esomeprazole. Georg Thieme Verlag Stuttgart.

Efficient and highly selective oxidation of sulfides to sulfoxides in the presence of an ionic liquid containing hypervalent iodine

A mild, efficient, highly selective, and environmentally friendly oxidation of sulfides to sulfoxides with a recyclable ion-supported hypervalent iodine reagent has been developed. This reaction is tolerant of hydroxyl, nitrile, methoxy, carbon-carbon double bonds, and ester functionalities. Aliphatic and aromatic sulfides are selectively oxidized to the corresponding sulfoxides at room temperature in excellent yields. Georg Thieme Verlag Stuttgart.

Efficient asymmetric oxidation of sulfides and kinetic resolution of sulfoxides catalyzed by a vanadium-salan system

The asymmetric oxidation of sulfides to chiral sulfoxides with hydrogen peroxide in good yield and high enantioselectivity has been catalyzed very effectively by chiral vanadium-salan [N,N′-alkyl bis(salicylamine)] complex. The salan ligand shows results superior in terms of reactivity and enantioselectivity to those of salen [N,N′-alkylene bis(salicylideneimine) ] analogue, and provides the sulfoxide with opposite configuration. The high enantioselectivity of this reaction is the direct result of the asymmetric oxidation. The efficient kinetic resolution of racemic sulfoxides catalyzed by the vanadium-salan system is also described.

Kinetics and mechanism of oxygenation of aromatic sulfides and arylmercaptoacetic acids by peroxomonophosphoric acid

The oxygenation of aryl methyl sulfides and diaryl sulfides by peroxomonophosphoric acid in acetonitrile-water mixture follows an overall second-order kinetics, first-order in each reactant. The study of the influence of [H+] on the oxidation of phenyl methyl and diphenyl sulfides reveals that H2PO5- and HPO52- are the oxidising species in the oxidation process. In substituted phenyl methyl sulfides and diphenyl sulfides, the rate of oxygenation is accelerated by electron-donating substituents and retarded by electron-withdrawing groups, indicating the nucleophilic displacement by the sulfide sulfur on the peroxide oxygen. The negative ρ value obtained in the correlation analysis of rate constants with σ constants also shows the formation of a more positively charged sulfur species in the rate-limiting step. Studies with different alkyl phenyl sulfides (C6H5SR; R=Me, Et, Pri or But) indicate that the rate is retarded by bulky R groups. Similar kinetic results are also obtained in the peroxomonophosphoric acid oxidation of sodium phenylmercaptoacetate. On the basis of the kinetic studies, a common mechanism has been proposed.

Kinetics and mechanism of oxidation of aromatic sulfides and arylmercaptoacetic acids by N-chlorosuccinimide

Kinetic measurements of the oxidation of divalent organic sulfur compounds by N-chlorosuccinimide in acetonitrile-water mixture at constant [H+] show that the reaction is first order in both the oxidant and the organic sulfur compound. While th

Oxygenation Reaction of Organic Sulfides with Oxochromium(V) Ion

The selective oxidation of 19 alkyl aryl sulfides to sulfoxides with three oxochromium(V) complexes in an acetonitrile-water mixture is overall second order, first order in the oxidant and in the substrate. Sulfides containing electron-attracting substitu

Mechanism of Picolinic-acid-catalysed Chromium(VI) Oxidation of Alkyl Aryl and Diphenyl Sulphides

The kinetics of picolinic acid (PA)-catalysed Cr(VI) oxidation of organic sulphur compounds have been studied with several alkyl aryl sulphides and diphenyl sulphides in acetic acid-water mixtures.The PA-catalysed oxidation follows third-order kinetics, f