38695-60-2

Usage

Uses

Used in Pharmaceutical Synthesis:
2-METHYLSULFONYLTHIOPHENE is used as a key intermediate in the development of pharmaceuticals for its ability to contribute to the formation of complex molecular structures that possess therapeutic properties.
Used in Agrochemical Production:
In the agrochemical industry, 2-METHYLSULFONYLTHIOPHENE serves as an essential intermediate, facilitating the creation of compounds that are effective in agricultural applications such as pest control and crop protection.
Used in Organic Electronic Device Manufacturing:
2-METHYLSULFONYLTHIOPHENE is utilized as a component in the manufacturing of organic electronic devices and materials, capitalizing on its distinctive electronic characteristics to enhance the performance and functionality of these devices.
Used in Research and Development:
2-METHYLSULFONYLTHIOPHENE is also employed in research settings for the exploration of new chemical reactions and the development of innovative materials, highlighting its importance across various scientific and industrial sectors.

InChI:InChI=1/C5H6O2S2/c1-9(6,7)5-3-2-4-8-5/h2-4H,1H3

Upstream product

• 5780-36-9 2-(methylsulfanyl)thiophene 
• 74-88-4 methyl iodide 
• 3437-95-4 2-Iodothiophene 
• 20277-69-4 sodium methansulfinate 
• 188290-36-0 thiophene 
• 37073-15-7 1-(methanesulfonyl)-1H-1,2,3-benzotriazole 
• 1003-09-4 2-bromothiophene 
• 52260-00-1 2-thiophene sulfonyl hydrazine 
• 868-85-9 Dimethyl phosphite 
• 616-42-2 dimethylsulfite 
• 512-56-1 trimethyl phosphite 
• 74166-42-0 (+/-)-2-(methylsulfinyl)thiophene 
• 96-43-5 2-thienyl chloride 
• 110-05-4 di-tert-butyl peroxide 

Downstream Products

• 193978-23-3 2-thiopheneboronic acid pinacol ester 
• 1313758-53-0 4-(5-methanesulfonylthiophene-2-yl)benzaldehyde 
• 1313758-52-9 1-[4-(5-methanesulfonylthiophene-2-yl)-phenyl]ethanone 
• 1313758-54-1 2-(5-methanesulfonylthiophene-2-yl)benzonitrile 
• 1313758-51-8 3-(5-methanesulfonylthiophene-2-yl)benzonitrile 
• 6339-87-3 2-thiophensulfonamide 

Relevant academic research and scientific papers

High Chemoselectivity in the Construction of Aryl Methyl Sulfones via an Unexpected C-S Bond Formation between Sulfonylhydrazides and Dimethyl Phosphite

A highly chemoselective route to aryl methyl sulfones via an unexpected C S bond formation between sulfonylhydrazides and dimethyl phosphite catalyzed by NaI under mild conditions has been established. This transformation provides an alternative and metal-free pathway to acquire various aryl methyl sulfones in good to excellent yields. Notably, dimethyl phosphite was employed as a stable and readily available alkyl source.

Modulation of photochemical oxidation of thioethers to sulfoxides or sulfones using an aromatic ketone as the photocatalyst

We have developed an eco-friendly and chemo-selective photocatalytic synthesis of sulfoxides or sulfones via oxidation of sulfides (thioethers) at ambient temperature using air or O2 as the oxidant. An inexpensive thioxanthone was used as the photocatalyst. Our method offers excellent chemical yields and good functional group tolerance. The hydrogen bonding between hexafluoro-2-propanol (HFIP) and sulfoxides may play an important role in minimizing the over-oxidization of sulfoxides.

Preparation method of methyl sulfone compound

The invention discloses a synthesis method of a methyl sulfone compound, which comprises the following steps: by using an iodinated compound as a substrate, adding a sulfite compound into the substrate, and using a 1, 4-dioxane solution as a solvent, heating under the protection of nitrogen under the actions of a silicon reagent, a phase transfer catalyst and a palladium catalyst to obtain a crudeproduct; then purifying the crude product, firstly filtering the crude product, and removing the solvent to obtain residues; carrying out silica gel column chromatography on the residues, leaching with eluent, and collecting effluent; combining the effluent containing the product; and concentrating the combined effluent to remove the solvent, and finally carrying out vacuum drying to obtain the target product. The method has the advantages of simple process flow, easiness in product purification, environmental safety and high yield.

COMPOSITES, METHODS AND USES THEREOF

The present invention relates, in general terms, to methods of catalysing a reaction, including the steps of contacting a chemical entity comprising a sulphide moiety with a composite and an oxidant. The composite acts as a heterogeneous catalyst to oxidise the sulphide moiety. The present invention also relates to composites, methods of synthesising the composites and its use as a catalyst thereof.

Selective oxidation of (hetero)sulfides with molecular oxygen under clean conditions

The development of eco-friendly and switchable catalytic systems for the conversion of a sole raw-material into distinct high-value products is a particularly attractive concept and a daunting synthetic challenge. In the present work, the first example of efficient and selective oxidation of sulfides to sulfones and sulfoxides using molecular oxygen under clean conditions was established.

General sulfone construction: Via sulfur dioxide surrogate control

A highly efficient one-step synthesis of alkyl-alkyl and aryl-alkyl sulfones with a facile combination of halides, sulfur dioxide surrogates and phosphate esters is described. When thiourea dioxide was employed as a reductive sulfur dioxide surrogate, alkyl-alkyl sulfones were obtained under transition metal free conditions. Aryl-alkyl sulfones were obtained with an extremely low catalytic loading (0.2 mol%) via altering the mask of sulfur dioxide surrogates to sodium dithionite. A phosphate ester was employed as a stable and readily available alkyl source. Notably, this protocol has been applied to the late-stage modification of natural products and bioactive molecules.

HETEROCYCLIC CARBOXYLIC ACID AMIDE LIGAND AND APPLICATIONS THEREOF IN COPPER CATALYZED COUPLING REACTION OF ARYL HALOGENO SUBSTITUTE

Provided are a heterocyclic carboxylic acid amide ligand and applications thereof in a copper catalyzed coupling reaction. Specifically, provided are uses of a compound represented by formula (I), definitions of radical groups being described in the specifications. The compound represented by formula (I) can be used as the ligand in the copper catalyzed coupling reaction of the aryl halogeno substitute, and is used or catalyzing the coupling reaction for forming the aryl halogeno substitute having C—N, C—O, C—S and other bonds.

A Class of Amide Ligands Enable Cu-Catalyzed Coupling of (Hetero)aryl Halides with Sulfinic Acid Salts under Mild Conditions

The amide derived from 4-hydroxy-l-proline and 2,6-dimethylaniline is a powerful ligand for Cu-catalyzed coupling of (hetero)aryl halides with sulfinic acid salts, allowing the formation of a wide range of (hetero)aryl sulfones from the corresponding (hetero)aryl halides at considerably low catalytic loadings. The coupling of (hetero)aryl iodides and sodium methanesulfinate proceeds at room temperature with only 0.5 mol % CuI and ligand, representing the first example for Cu-catalyzed arylation at both low catalytic loading and room temperature.

Oxidative kinetic resolution of heterocyclic sulfoxides with a porphyrin-inspired manganese complex by hydrogen peroxide

We have successfully reported here the low loading porphyrin-inspired high-valent manganese (IV)-oxo complex was applied in oxidative kinetic resolution (OKR) of racemic heterocyclic sulfoxides using the environmentally benign hydrogen peroxide for the first time. This approach allows for rapid OKR (0.5 h) of a variety of racemic sulfoxides (including pyridine, pyrimidine, pyrazine, thiazole, benzothiazole, thiophene) in excellent enantioselectivity (up to > 99% ee), simultaneously generating the corresponding sulfones in high yield (up to 80%). The catalytic system also showed an unexceptionable chemoselectivity for the sulfoxide substrates with hydroxyl groups in which only the sulfoxide group was oxidized. The practical utility of the method has been demonstrated in the OKR of gram-scale sulfoxides.

A novel synthesis of aryl methyl sulfones and β-hydroxysulfones from sodium sulfinates and di-tert-butyl peroxide in H2O medium

A novel and convenient synthetic route for aryl methyl sulfones and β-hydroxysulfones was developed via the radical reaction between sodium sulfinates and di-tert-butyl peroxide (DTBP). Without any catalysts and additives, the synthetic process could be smoothly carried out to afford the target products in good to excellent yields in H2O medium, demonstrating its promising application. In the present system, H2O could act not only as a green solvent but also as a reactant.