54829-33-3

Upstream product

• 109-79-5 n-butanethiol 
• 98-89-5 Cyclohexanecarboxylic acid 
• 2043-61-0 cyclohexanecarbaldehyde 
• 636-82-8 cyclohexene-1-carboxylic acid 
• 2719-27-9 cyclohexanylcarbonyl chloride 

Downstream Products

• 2386-47-2 butane-1-sulfonic acid 

Relevant academic research and scientific papers

Method for Producing Carboxylic Acid Thioester

According to the present invention, there is provided a method for producing carboxylic acid thioester, comprising reacting a compound represented by the following formula (I), carboxylic acid and thiol in the presence of a catalyst including at least one Group 2 metal compound. The production method is a production method which is simple in reaction operation, which places a small load on the environment and the human body and which enables carboxylic acid thioester to be catalytically obtained at a high yield even at a normal temperature and a normal pressure (25° C., 1 atm). In the formula (I), R1 and R2 each independently represent a hydrocarbon group having 1 to 20 carbon atoms.

Organocatalyzed anodic oxidation of aldehydes to thioesters

A method has been developed for the direct conversion of aldehydes to thioesters via integration of organocatalysis and electrosynthesis. The thiazolium precatalyst was found to facilitate oxidation of thiolate anions, leading to deleterious formation of disulfide byproducts. By circumventing this competing reaction, thioesters were obtained in good-to-excellent yields for a broad range of aldehyde and thiol substrates. This approach provides an atom-efficient thioesterification that circumvents the need for stoichiometric exogenous oxidants, high cell potentials, or redox mediators.

Conjugate reduction and reductive aldol cyclization of α,β- unsaturated thioesters catalyzed by (BDP)CuH

A conjugate reduction of α,β-unsaturated thioesters catalyzed by copper hydride using PMHS as stoichiometric reductant has been developed. 1,2-Bis(diphenylphosphino)benzene (BDP) was the most effective ligand for this reduction. Saturated thioesters could be produced in excellent yields when the substituent on the thiol is not sterically-demanding. This protocol was applied to induce the reductive aldol cyclization of keto-enethioates, which could offer β-hydroxythioesters in moderate to good yields.

DI-2-PYRIDYL CARBONATE: A NEW EFFICIENT COUPLING AGENT FOR THE DIRECT ESTERIFICATION OF CARBOXYLIC ACIDS

Reaction of carboxylic acids with equimolar amounts of di-2-pyridyl carbonate and alcohols or thiols in the presence of 4-dimethylaminopyridine as a catalyst in methylene chloride at room temperature affords the corresponding esters in high yields under mild conditions.