13150-71-5

Upstream product

• 3996-43-8 meta-methylphenylsulfinylacetic acid 
• 676-85-7 methylsulphinyl chloride 
• 591-17-3 meta-bromotoluene 
• 108-40-7 toluene-3-thiol 
• 4886-77-5 3-methylthioanisole 

Downstream Products

• 84413-69-4 (R)-1-methyl-3-(methylsulfinyl)benzene 
• 4886-77-5 3-methylthioanisole 
• 22132-98-5 imino(methyl)(3-methylphenyl)-λ⁶-sulfanone 

Relevant academic research and scientific papers

36-Nuclearity Organophosphonate-Functionalized Polyoxomolybdates: Synthesis, Characterization and Selective Catalytic Oxidation of Sulfides

The crown-shaped 36-molybdate cluster organophosphonate-functionalized polyoxomolybdates with the highest nuclearity in organophosphonate-based polyoxometalate chemistry, (NH4)19Na7H10[Cu(H2O)TeMo6O21{N(CH2PO3)3}]6?31 H2O, has been reported for the first time. The synthesized 36-molybdate cluster was characterized by routine techniques and tested as a heterogeneous catalyst for selective oxidation of sulfides with impressive catalytic and selective performances after heat treatment. High efficiency (TON=15333) was achieved in the selective oxidation of sulfides to sulfoxides, caused by the synergic effect between copper and polyoxomolybdates and the generation of the cuprous species during the heat treatment.

Proximal effect of the nitrogen bases in the oxidative decarboxylation of phenylsulfinylacetic acids by oxo(salen)chromium(V) complexes

Oxidative decarboxylation of phenylsulfinylacetic acid (PSAA) and several substituted PSAAs with three oxo(salen)chromium(V) complexes in the presence of nitrogen bases are investigated in 100% acetonitrile medium using spectrophotometric technique. The nitrogenous bases such as imidazole, 1-methyl imidazole and pyridine catalyse the reaction and Michaelis-Menten kinetics is observed with respect to these bases. Among the various bases employed, imidazole with strong π donating ability shows the least accelerating effect and the maximum catalytic activity is observed with pyridine. Both the electron donating and electron withdrawing substituents in PSAA accelerate the reaction rate. The Hammett plots for the three oxo(salen)chromium(V) complexes with three nitrogen bases display a nonlinear upward curvature. The Hammett parameter ρ, changes from large negative to small positive values as the substituents are changed from electron donating to electron withdrawing groups. A mechanism involving direct oxygen transfer from oxo(salen)chromium(V)-nitrogen base adduct to PSAA with simultaneous decarboxylation to yield sulfone is proposed. The nonlinear Hammett plot has been ascribed to a shift in the rate determining step caused by the formation and decomposition of the sulfonium ion intermediate which is susceptible to substituent effect.

Organocatalytic sulfoxidation

Treatment of a sulfide with a catalytic amount of a 1,3-diketone in the presence of silica sulfuric acid as a co-catalyst and hydrogen peroxide (50% aq) as the stoichiometric oxidant leads to the corresponding sulfoxide product. The reaction is effective for diaryl, aryl-alkyl and dialkyl sulfides and is tolerant of oxidisable and acid sensitive functional groups. Investigations have shown that the tris-peroxide 2, formed on reaction of pentane-2,4-dione with hydrogen peroxide under acidic reaction conditions, can oxidise two equivalents of sulfide using the exocyclic peroxide groups whereas the endocyclic peroxide remains intact. Calculations provide a mechanism consistent with experimental observations and suggest the reaction proceeds via an initial acid catalysed ring opening of a protonated tris-peroxide prior to oxygen transfer to a sulfur nucleophile.

Synergistic cooperative effect of CF3SO2Na and bis(2-butoxyethyl)ether towards selective oxygenation of sulfides with molecular oxygen under visible-light irradiation

A safe, practical and eco-friendly method for the switchable synthesis of sulfoxides and sulfones through visible-light-initiated oxygenation of sulfides at ambient temperature under transition-metal-, additives-free and minimal solvent conditions. The synergistic catalytic efforts between CF3SO2Na and 2-butoxyethyl ether represents the key promoting factor for the reaction. This journal is

Flow Electrosynthesis of Sulfoxides, Sulfones, and Sulfoximines without Supporting Electrolytes

An efficient electrochemical flow process for the selective oxidation of sulfides to sulfoxides and sulfones and of sulfoxides toN-cyanosulfoximines has been developed. In total, 69 examples of sulfoxides, sulfones, andN-cyanosulfoximines have been synthesized in good to excellent yields and with high current efficiencies. The synthesis was assisted and facilitated through a supporting electrolyte-free, fully automated electrochemical protocol that highlights the advantages of flow electrolysis.

A Lacunary Polyoxovanadate Precursor and Transition-Metal-Sandwiched Derivatives for Catalytic Oxidation of Sulfides

A SeO3-centered lacunary Keggin-type heteropolyoxovanadate (hetero-POV) K6H2[SeV10O28(SeO3)3]?14 H2O (1) was isolated by one-pot reaction of KVO3 and SeOsu

Systematic Evaluation of Sulfoxides as Catalysts in Nucleophilic Substitutions of Alcohols

Herein, a method for the nucleophilic substitution (SN) of benzyl alcohols yielding chloro alkanes is introduced that relies on aromatic sulfoxides as Lewis base catalysts (down to 1.5 mol-%) and benzoyl chloride (BzCl) as reagent. A systematic screening of various sulfoxides and other sulfinyl containing Lewis bases afforded (2-methoxyphenyl)methyl sulfoxide as optimal catalyst. In contrast to reported formamide catalysts, sulfoxides also enable the application of plain acetyl chloride (AcCl) as reagent. In addition, it was demonstrated that weakly electrophilic carboxylic acid chlorides like BzCl promote Pummerer rearrangement of sulfoxides already at room temperature. This side-reaction also provided the explanation, why sulfoxide catalyzed SN-reactions of alcohols do not allow the effective production of aliphatic and electron deficient chloro alkanes. Comparison experiments provided further insight into the reaction mechanism.

FUSED PYRAZOLE DERIVATIVES AS KINASE INHIBITORS

A series of substituted pyrazolo[1,5-a]pyrimidine and pyrazolo[1,5-a][1,3,5]- triazine derivatives of formula (I), as defined herein, being selective inhibitors of phosphatidylinositol-4-kinase ΙΙΙβ (ΡI4ΚΙΙΙβ) activity, are beneficial in the treatment and/or prevention of various human ailments, including inflammatory, autoimmune and oncological disorders; viral diseases and malaria; and organ and cell transplant rejection.

Formation of Ternary Inclusion Crystal and Enantioseparation of Alkyl Aryl Sulfoxides by the Salt of Urea-Modified l -Phenylalanine and an Achiral Amine

Chiral supramolecular hosts comprising urea-modified l-phenylalanines and achiral primary amines were developed, which facilitated enantioselective inclusion of alkyl aryl sulfoxides (3) up to 89% ee owing to the formation of ternary inclusion crystals. F

Oxidation of organic sulfides by imidazolium fluorochromate: A kinetic and mechanistic approach

The oxidation of organic sulfides by imidazolium fluorochromate resulted in the formation of the corresponding sulfoxides. The reaction is first order with respect to imidazolium fluorochromate. A Michaelis-Menten type kinetics was observed with respect t