33932-80-8

Upstream product

• 52872-99-8 4-phenylmercaptothiophenol 
• 77-78-1 dimethyl sulfate 
• 591-50-4 iodobenzene 
• 1122-97-0 4-methylsulfanyl-thiophenol 
• 100-68-5 methyl-phenyl-thioether 
• 882-33-7 diphenyldisulfane 
• 104-95-0 (4-bromophenyl)thioanisole 
• 108-98-5 thiophenol 
• 98546-51-1 (4-thiomethoxyphenyl)boronic acid 
• 624-92-0 Dimethyldisulphide 
• 139-66-2 diphenyl sulfide 
• 108-90-7 chlorobenzene 
• 1193-82-4 racemic methyl phenyl sulfoxide 
• 24380-78-7 S-phenyl-N-methyl-sulfenamide 

Downstream Products

• 52872-99-8 4-phenylmercaptothiophenol 
• 203631-72-5 1-methylsulfanyl-4-(4-bromophenylsulfanyl)-benzene 
• 203631-81-6 C₂₅H₂₀S₄ 
• 203631-79-2 C₂₂H₂₂OS₃ 
• 203631-76-9 4-[4-(4-Isopropoxy-phenylsulfanyl)-phenylsulfanyl]-benzenethiol 
• 203631-80-5 C₂₀H₁₈OS₃ 
• 203631-74-7 C₁₉H₁₅BrS₃ 
• 203631-78-1 C₁₉H₁₆S₃ 
• 108664-16-0 4-(4-Phenylsulfanyl-phenylsulfanyl)-benzenethiol 
• 471866-62-3 [4-(4-tert-butoxy-phenylsulfanyl)-phenylsulfanyl]-4-methylsulfanyl-benzene 
• 471866-63-4 4-[4-(4-tert-butoxy-phenylsulfanyl)-phenylsulfanyl]-benzenethiol 
• 33689-38-2 methyl(p-thiophenoxy)phenyl sulfoxide 

Relevant academic research and scientific papers

Kinetic support for the generation of a phenylsulfenium ion intermediate

In the reaction of N-methylbenzenesulfenamide (1) with thioanisole (4) in the presence of trifluoroacetic acid (TFA), the initial rate υ0 of total appearance of 2- and 4-(methylthio)phenyl phenyl sulfides (5) is first and zero order with respect to the initial concentrations of 1 and 4, respectively: υ0=kobs[1]0. The pseudo-first order rate constant kobs is evaluated as 5.2×10-4 sec-1 with varying concentrations of 4 (0.72 to 5.0 M) in a mixture of 4 and CH2Cl2 in the presence of TFA at 10 °C. This data supports the notion that a phenylsulfenium ion intermediate 3 interacting with both the counter ion and the unshared electron-pair of amine is generated by heterolytic N-S scission of the protonated sulfenamide 2, leading to the observed formation of 5.

Electrochemical Formation and Activation of Hydrogen Peroxide from Water on Fluorinated Tin Oxide for Baeyer-Villiger Oxidation Reactions

The two-electron oxidation of water (2e-WOR) has been studied in the past as a possible method for the alternative preparation of hydrogen peroxide. Often, fluorinated tin oxide (FTO) is used as an anode and FTO itself was found also to be active for 2e-WOR. Because one use of H2O2is as an oxygen donor for Baeyer-Villiger oxidation of ketones catalyzed by tin compounds and materials, presently we were interested in studying the use of in situ formed H2O2for these reactions. First, the formation of H2O2was verified in an acetonitrile/water solvent in a 2e-WOR reaction, which is more efficient than a comparable reaction in water in terms of the H2O2concentration attained and faradaic efficiency at comparable potentials, that is, ～3 V vs SHE. Second, initial studies on oxygenation of reactive substrates such as sulfides showed normalized reaction rates (NRRs) for two-electron oxidation reactions that were about 3 times higher than the NRR for H2O2formation, indicating the formation of an active oxygen-donating or oxidizing species on the electrode surface prior to the formation and release of H2O2into solution. Third, the Baeyer-Villiger oxygenation of 2-adamantanone at 2.1 V versus SHE in acetonitrile/water showed both the formation of the expected lactone product and hydroxylation at both tertiary and secondary C-H bonds. Hydroxylation is most easily explained by the presence of hydroxyl radical species as supported by the formation of a spin adduct and its identification by electron paramagnetic resonance. However, the potential used, 2.1 V versus SHE, is an underpotential for the formation of a solvated hydroxyl radical in solution, thereby leading to the conclusion that surface-bound hydroxyl species, OH*, are those that are reactive for the apparent one-electron water oxygenation reaction. Fourth, it was shown that although H2O2can be thermally activated on FTO as a catalyst to a minor degree, electrochemical activation is by far more significant, leading to the use of FTO as an electrochemical catalyst for activation of H2O2for the Baeyer-Villiger oxygenation and also alkene epoxidation.

Chan-Lam-Type C-S Coupling Reaction by Sodium Aryl Sulfinates and Organoboron Compounds

A Chan-Lam-Type C-S coupling reaction using sodium aryl sulfinates has been developed to provide diaryl thioethers in up to 92% yields in the presence of a copper catalyst and potassium sulfite. Both electron-rich and electron-poor sodium aryl sulfinates and diverse organoboron compounds were tolerated for the synthesis of aryl and heteroaryl thioethers and dithioethers. The mechanistic study suggested that potassium sulfite was involved in the deoxygenation of sulfinate through a radical process.

METHOD FOR PREPARING COMPOUND AND METHOD FOR PREPARING POLYMER EMPLOYING THE SAME

A method for preparing a compound and a method for preparing a polymer employing the same are provided. The method for preparing a compound includes reacting a compound having a structure represented by Formula (I) with a compound having a structure repre

One-pot synthesis method for substituted diphenyl sulfide

The invention relates to a one-pot synthesis method for substituted diphenyl sulfide. The process comprises the following steps: adding thiophenol or diphenyl disulfide and derivatives thereof into asolvent, dropwise adding sulfonyl chloride for a reaction so as to obtain a substituted benzene sulfuryl chloride solution, removing a part of the solvent at a normal pressure, adding Lewis acid, thendropwise adding substituted benzene for a Friedel-Crafts reaction, and carrying out distillation or recrystallization so as to obtain the substituted diphenyl sulfide. The method provided by the invention has the advantages of high safety, simple and convenient raw material recovery, greatly-reducedpurifying difficulty, easily-available raw materials, simple unit operation, low requirements on reaction equipment, mild reaction conditions, high yield and content and applicability to industrial production; and the content of the finally obtained substituted diphenyl sulfide product generally reaches 98% or more.

Nickel Phosphite/Phosphine-Catalyzed C-S Cross-Coupling of Aryl Chlorides and Thiols

A method for the coupling of aryl chlorides and thiophenols using an air-stable nickel(0) catalyst is described. This thioetherification procedure can be effectively applied to a range of electronically diverse aryl/heteroaryl chlorides without more expensive metal catalysts such as palladium, iridium, or ruthenium. This investigation also illustrates both, a variety of thiol coupling partners and, in certain cases, the use of Cs2CO3.

Regioselective C-H Sulfanylation of Aryl Sulfoxides by Means of Pummerer-Type Activation

A regioselective C-H sulfanylation of aryl sulfoxides with alkyl aryl sulfides in the presence of acid anhydride was developed, which resulted in the formation of 1,4-disulfanylarenes after dealkylation of initially formed sulfonium salts. The reaction began with Pummerer-type activation of aryl sulfoxides followed by nucleophilic attack of alkyl aryl sulfides. The nucleophilic attack occurred exclusively at the para positions, or at specific positions in case the para position was not available, under perfect control by the dominating sulfoxide directors regardless of any other substituents. The initially formed aryl sulfonium salts were isolable and usefully served as aryl halide surrogates for palladium-catalyzed arylation with sodium tetraarylborates.

Iron(0) nanoparticles mediated direct conversion of aryl/heteroaryl amines to chalcogenides via in situ diazotization

A simple procedure for the synthesis of organo-chalcogenides has been developed by the reaction of aryl/heteroaryl amines with di-aryl/heteroaryl dichalcogenides in the presence of tBuONO and Fe(0) nanoparticles. The reaction proceeds via in situ diazotization followed by chalcogenation. A series of functionalized diaryl/aryl heteroaryl/diheteroaryl/aryl-alkyl selenides, sulfides and tellurides have been obtained by this procedure. Significantly, using this procedure 2,4-dinitroaniline is converted to (2,4-dinitrophenyl)(phenyl)selane which is known as thioredoxin reductase (TR) and glutathione reductase (GR) inhibitor. The reaction goes by a radical pathway and a plausible mechanism has been suggested.

Transition-metal-free synthesis of unsymmetrical diaryl chalcogenides from arenes and diaryl dichalcogenides

A transition-metal-free synthetic method has been developed for the synthesis of unsymmetrical diaryl chalcogenides (S, Se, and Te) from diaryl dichalcogenides and arenes under oxidative conditions by using potassium persulfate at room temperature. Variously substituted arenes such as anisole, thioanisole, diphenyl ether, phenol, naphthol, di- and trimethoxy benzenes, xylene, mesitylene, N,N-dimethylaniline, bromine-substituted arenes, naphthalene, and diaryl dichalcogenides underwent carbon-chalcogen bond-forming reaction to give unsymmetrical diaryl chalcogenides in trifluoroacetic acid. To understand the mechanistic part of the reaction, a detailed in situ characterization of the intermediates has been carried out by 77Se NMR spectroscopy by using diphenyl diselenide as the substrate. 77Se NMR study suggests that electrophilic species ArE+ is generated by the reaction of diaryl dichalcogenide with persulfate in trifluoroacetic acid. The electrophilic attack of arylchalcogenium ion on the arene may be responsible for the formation of the aryl-chalcogen bond.

Chan-lam-type s-arylation of thiols with boronic acids at room temperature

In this work, an efficient CuSO4-catalyzed S-arylation of thiols with aryl and heteroaryl boronic acids at room temperature is established. This catalytic system can tolerate a wide variety of thiols and arylboronic acids in the presence of only 5 mol % of CuSO4 as the catalyst and inexpensive 1,10-phen?H2O as the ligand. Moreover, this catalytic system used environment-friendly solvent (EtOH) and oxidant (oxygen).