50397-67-6

Upstream product

• 67-56-1 methanol 
• 3996-29-0 2-[(4-methylphenyl)thio]acetic acid 
• 934-72-5 Methyl p-tolyl sulfoxide 
• 96-32-2 bromoacetic acid methyl ester 
• 106-45-6 para-thiocresol 
• 66823-38-9 1-ethynylsulfanyl-4-methyl-benzene 
• 88388-93-6 1,2-Dichlor-1-<4-methyl-phenylmercapto>-ethylen 
• 6832-16-2 methyl diazoacetate 
• 2365-48-2 Methyl thioglycolate 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 616-38-6 carbonic acid dimethyl ester 
• 96856-70-1 β-p-tolylthio-α-chloroethyl methyl ether 
• 96-34-4 methyl chloroacetate 

Downstream Products

• 54930-93-7 (Toluene-4-sulfinyl)-acetic acid methyl ester 
• 14212-36-3 4-Methyl-phenylthioacetohydroxamsaeure 
• 50397-64-3 methyl 2-(p-tolylsulfonyl)acetate 

Relevant academic research and scientific papers

Sulfoxide Reduction/C(sp3)-S Metathesis Cascade in Ionic Liquid

A sulfoxide reduction/C-S bond metathesis cascade between sulfoxides and alkyl bromides has been developed to access high-value sulfides without the use of any catalysts or bases. In this cascade, classical Kornblum oxidation is employed to reduce sulfoxides with alkyl bromides in ionic liquid. This protocol features high functional tolerance, mild conditions, promising scalability, and sustainable solvents.

Rhodium-catalyzed Sommelet-Hauser type rearrangement of α-diazoimines: Synthesis of functionalized enamides

An efficient rhodium catalyzed Sommelet-Hauser type rearrangement of sulfur ylides derived from α-thioesters and N-sulfonyl-1,2,3-triazoles has been successfully accomplished for the synthesis of various functionalized enamides. The developed reaction involves the unprecedented [2,3]-sigmatropic rearrangement of sulfur ylides with the imine motif. Importantly, the method works well with various substituted α-thioesters/-amides/-ketones and substituted N-sulfonyl-1,2,3-triazoles and allows the synthesis of diverse enamide derivatives in good to excellent yields. The reaction was also successfully extended to the one-pot synthesis of enamides from terminal alkynes.

Gold-Catalyzed Oxidation of Thioalkynes to Form Phenylthio Ketene Derivatives via a Noncarbene Route

Gold-catalyzed oxidations of thioalkynes with 8-methylquinoline oxides afford 2-phenylthioketenes that can be trapped efficiently with alcohols. The synthetic utility is manifested by terminal and internal thioalkynes over a wide scope, bearing esters, ke

Rhodium-Catalyzed Rearrangement of S/Se-Ylides for the Synthesis of Substituted Vinylogous Carbonates

An efficient rhodium-catalyzed unprecedented oxa-[2,3]-sigmatropic rearrangement of sulfur ylide derived from α-thioesters/ketones and diazo carbonyl compounds has been accomplished for the synthesis of various sulfur-tethered vinylogous carbonates in good to excellent yields. Important features of the developed reaction include wide functional group tolerance, excellent chemo- and regioselectivity, and efficient rearrangement involving the carbonyl motif. The present reaction also equally works well with α-selenoesters for the synthesis of seleno-containing vinylogous carbonates.

Asymmetric Catalytic [2,3] Stevens and Sommelet–Hauser Rearrangements of α-Diazo Pyrazoleamides with Sulfides

Catalytic enantioselective [2,3] Stevens and Sommelet–Hauser rearrangements of α-diazo pyrazoleamides with sulfides were achieved by utilizing chiral N,N′-dioxide/nickel(II) complex catalysts. These rearrangements proceeded well under mild reac

Scope and Mechanism of Iridium Porphyrin-Catalyzed S-H Insertion Reactions between Thiols and Diazo Esters

The insertion of carbenes derived from ethyl diazoacetate (EDA), methyl diazoacetate (MDA), methyl phenyldiazoacetate (MPDA), and methyl (p-tolyl)diazoacetate (MTDA) into the S-H bonds of aromatic and aliphatic thiols was catalyzed by (5,10,15,20-tetratolylporphyrinato)methyliridium(III), Ir(TTP)CH3, at ambient temperatures. Yields of the resulting thioether products were as high as 97% for aromatic thiols, with catalyst loadings as low as 0.07 mol %. Thiol binding to Ir(TTP)CH3 was measured at 23 °C by titration studies, providing equilibrium constants, Kb, ranging from 4.25 × 102 to 1.69 × 103 and increasing in the order p-nitrobenzenethiol a mechanism that involves a rate-limiting nucleophilic attack of thiols on an iridium-carbene species, where the major species present in the reaction solution is an inactive, hexacoordinate Ir-thiol complex.

Microwave-Assisted Pd-Catalyzed Desulfitative C-S Coupling of Arylsulfinate Metal Salts and Alkanethiols

This paper reports a palladium-catalyzed C-S coupling of arylsulfinate metal salts and alkanethiols via liberation of sulfur dioxide. The use of PdCl2 as the catalyst in combination with AgNO3 as the oxidant under microwave irradiation results in the synthetically and biologically important aryl alkyl sulfides. A variety of arylsulfinate metal salts, such as sodium, potassium, lithium, silver, zinc, and copper salts, are tolerated well in this reaction.

Layered double hydroxide-supported l-methionine-catalyzed chemoselective o-methylation of phenols and esterification of carboxylic acids with dimethyl carbonate: A "green" protocol

" Chemical equation presented" Simple methodology: A layered double hydroxide-supported L-methionine (LDH-Met) catalyst is designed in a simple methodology to explore its synthetic utility in biologically relevant reactions. The organocatalyst is characterized by FT-IR, TGA/DTA, powder XRD, and EDX spectroscopic techniques. This material has been successfully utilized for the preparation of aryl methyl ethers and esters from the corresponding phenols and carboxylic acids, respectively, in moderate to high yields (see scheme).

Reactions of nitronates derived from simple nitro alkanes with some thio-stabilized cationic intermediates

Trimethylsilyl and DBU nitronates derived from nitromethane and nitropropanes do not undergo C-alkylation by episulfonium (ESI) or thiophanium (TPI) cationic intermediates. The above-mentioned derivatives of 1-nitropropane react with ESI and TPI to give the corresponding products of O-alkylation of 1-chloro-1-oxyiminopropane. The reactions of DBU nitronates derived from nitromethane and 2-nitropropane with ESI or TPI proceed as O-alkylation followed by standard fragmentation of the initially formed nitronate intermediates to give methyl (4-tolylthio)acetate or methyl 2,2-dimethyl-3-methyloxy-(4-tolylthio)butanoate respectively.

Sulfonyl Esters. V. A Preparation of Dichloromethyl Sulfones

α-Sulfonyl methyl esters have been chlorinated in the presence of base.Chlorination proceeds with accompanying demethoxycarbonylation to furnish dichloromethyl sulfones in good yields.