40491-79-0

Upstream product

• 10439-23-3 4-methylbenzenesulfinyl chloride 
• 71-36-3 butan-1-ol 
• 536-57-2 p-toluene sulfinic acid 
• 672-78-6 methyl p-toluene sulfinate 
• 6873-90-1 N-benzyl-4-methylbenzenesulfinamide 
• 5366-49-4 4-toluenesulfonylacetone 
• 106-45-6 para-thiocresol 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 109-69-3 n-Butyl chloride 
• 109-65-9 1-bromo-butane 

Downstream Products

• 77096-69-6 1-benzenesulfinyl-4-methyl-benzene 
• 71-36-3 butan-1-ol 
• 32884-74-5 3-[(4-methylphenyl)sulfanyl]-1H-indole 

Relevant academic research and scientific papers

Isocyanide-Induced Esterification of Sulfinic Acids to Access Sulfinates

The isocyanide-induced esterification of sulfinic acids with alcohols or thiophenols access to sulfinates has been developed. Various primary, secondary, and tertiary alcohols could be compatible with the established protocols. Notably, such an isocyanide-induced synthetic strategy presented the advantages of simple operation, good functional group tolerance, and more than 40 examples up to 99% yields. (Figure presented.).

Electrochemical Synthesis of Sulfinic Esters via Aerobic Oxidative Esterification of Thiophenols with Alcohols

A method for the electrochemical synthesis of sulfinic esters by aerobic oxidative coupling of thiophenols and alcohols has been developed. Using electrons as the redox reagent and O 2in air as the oxygen source, the reactions proceeded smoothly at room temperature, even for a gram-scale preparation. No use of catalyst, clean redox reagent, green and abundant oxygen source, and mild reaction conditions make this strategy eco-friendl.

Efficient electrosynthesis of sulfinic esters via oxidative cross-coupling between alcohols and thiophenols

A new protocol for S O bond formation was developed by electrochemical oxidative cross-coupling between alcohols and thiophenols. With this strategy, a series of valuable sulfinic ester derivatives were synthesized up to 96% yield from basic starting materials. A preliminary mechanistic investigation reveals that this reaction involves oxygen reduction reaction (ORR).

Ni/NHC-catalyzed cross-coupling of methyl sulfinates and amines for direct access to sulfinamides

It was reported to develop a simple and convenient method for the Ni/NHC-catalyzed cross-coupling of methyl sulfinates and amines without an acid/base to afford secondary or tertiary sulfinamides in moderate to good yields. The method can provide the desired products with broad substrate scope, good chemoselectivity and good functional group compatibility. The presented approach may enrich the Ni/NHC catalyst system and promote the applications of methyl sulfinates in the organic sulfur chemistry.

A sustainable oxidative esterification of thiols with alcohols by a cobalt nanocatalyst supported on doped carbon

Here, we developed a new cobalt nanocatalyst supported on N-SiO2-doped activated carbon (Co/N-SiO2-AC), which exhibits excellent catalytic performance towards the oxidative esterification of (hetero)aryl and alkyl thiols with alcohols. A wide array of sulfinic esters were efficiently afforded in an exclusive chemoselective manner. The developed synthetic method proceeds with the merits of mild reaction conditions, broad substrate scope, operational simplicity, good functional group tolerance, earth-abundant and reusable cobalt catalysts, the utilization of renewable alcohols as the coupling partners and molecular O2 as the sole oxidant, which offers a practical method for sustainable synthesis of sulfinic esters.

Facile aerobic photo-oxidative synthesis of sulfinic esters

A mild and efficient one-pot visible light-induced method has been developed for the synthesis of sulfinic esters. Sulfinic esters are important structural elements that are frequently found in pharmaceutical agents and biologically active natural products. The routine procedure in the drug discovery and development process to prepare and fully characterize sulfinic esters make them a drug candidate for biological evaluation.

Copper-Catalyzed Oxidative Reaction of β-Keto Sulfones with Alcohols via C?S Bond Cleavage: Reaction Development and Mechanism Study

A Cu-catalyzed cascade oxidative radical process of β-keto sulfones with alcohols has been achieved by using oxygen as an oxidant. In this reaction, β-keto sulfones were converted into sulfinate esters under the oxidative conditions via cleavage of C?S bond. Experimental and computational studies demonstrate that a new pathway is involved in this reaction, which proceeds through the formation of the key four-coordinated CuII intermediate, O?O bond homolysis induced C?S bond cleavage and Cu-catalyzed esterification to form the final products. This reaction provides a new strategy to sulfonate esters and enriches the research content of C?S bond cleavage and transformations.

Sulfonyl halide synthesis by thiol oxyhalogenation using NBS/NCS – iPrOH

A rapid and facile method provides a general route to sulfonyl bromides/chlorides by the oxidation of thiols using NXS – ROH (X?=?Br,Cl, R?=?iPr) as an oxyhalogenation reagent. Control experiments suggest that the alcohol component is the source of oxygen. The proposed method enable the access to structurally diverse sulfonyl bromides and chlorides including challenging examples, inaccessible by other synthetic methods.

An efficient and novel method for the synthesis of sulfinate esters under solvent-free conditions

The present letter describes a reliable one-stage process for the preparation of sulfinate esters from the corresponding sulfinic acid and alcohols in the presence of N,N′-dicyclohexylcarbodiimide (DCC) under solvent-free conditions.

Organic reactions in ionic liquids: An efficient method for the synthesis of aryl sulfones by alkylation of sodium arenesulfinates with alkyl halides

An ionic liquid based on 1-butyl-3-methylimidazolium tetrafluoroborate (BmimBF4) is used as a reusable reaction medium for the alkylation of sodium arenesulfinates with alkyl halides. This procedure is convenient, efficient and generally gives rise to the S-alkylated product with high selectivity when applied to active halides.