61765-18-2

Upstream product

• 111-14-8 oenanthic acid 
• 100693-33-2 1-cyclohexene 
• 2528-61-2 Heptanoic acid chloride 
• 111-71-7 heptanal 
• 108-98-5 thiophenol 
• 56819-74-0 methyl phenyl sulfide α-carbanion 
• 111-25-1 1-bromo-hexane 
• 201230-82-2 carbon monoxide 
• 638-45-9 1-Iodohexane 
• 882-33-7 diphenyldisulfane 
• 79597-48-1 1-cyclohexenylmethyl phenyl sulfide 
• 100-68-5 methyl-phenyl-thioether 

Downstream Products

• 1056198-27-6 (Z)-1-phenyl-2-(phenylthiomethyl)non-1-en-3-one 

Relevant academic research and scientific papers

Rhodium-catalyzed carbonylative coupling of alkyl halides with thiols: a radical process faster than easier nucleophilic substitution

How to make a carbonylative coupling faster than the easier nucleophilic substitution? In this communication, a rhodium-catalyzed radical-based carbonylative coupling of alkyl halides with thiolphenols has been realized. Thioesters were isolated in good y

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.

Dess-Martin periodinane mediated synthesis of thioesters from aldehydes

Dess-Martin periodinane (DMP) mediated efficient synthesis of thioesters from the corresponding aldehydes under mild conditions is described.

THIOALKYLTRIBUTYL- AND THIOALKOXYTRIPHENYLPHOSPHONIUM SALTS: PREPARATION AND APPLICATION TO THE SYNTHESIS OF THIOLESTERS AND UNSYMMETRICAL SULFIDES

Thioalkoxyphosphonium salts, Ph3PSR(1+)*ClO4(1-) (3) and Bu3PSR(1+)*X(1-) (X=ClO4 and BF4) (5), have been prepared from the corresponding tertiary phosphines and disulfides by simple procedures, which involve (i) constant current electrolysis in acetonitrile in the presence of either HClO4 (for 3) or PhCOOH and LiX (for 5), and (ii) stirring an equimolar mixture of a phosphine, a disulfide, PHCOOH, and LiX in acetonitrile at ambient temperature.For the preparation of 3, which have been reported as useful reagents for the synthesis of unsymmetrical disulfides, the electrochemical method is recomended, while for 5 the latter non-electrochemicl procedure gave better results.Reactions of the phosphonium salts 5 with carboxylic acidsand primary alcohols in benzene at ambient temperature gave thiolesters and unsymmetrical sulfides, respectively, in fair to excellent yields.Keywords - triphenylphosphine; tributylphosphine; disulfide; thioalkoxyphosphonium salt; thiolester; unsymmetrical sulfide

Acid-Catalyzed Regioselective Acylation of α-Silylallylic Sulfides and Its Application to a Novel Cyclopentannelation and Furan Annelation

Introduction of a silyl group at the α-position of allylic sulfides, followed by the aluminum chloride-catalyzed reaction of the resulting α-silylallylic sulfides with acid chlorides resulted in regioselective acylation at the γ-position of the allylic system to give γ-acylated vinylic sulfides, chemically equivalent to 1,4-dicarbonyl compounds.Heating of the products in refluxing benzene with an equimolar amount of p-toluenesulfonic acid produced 2-cyclopentanone derivatives.Treatment of the acylated products with an equimolar amount of concentrated sulfuric acid gave α-phenylthiofuran derivatives.These procedures provide a novel method for cyclopentannelation and furan annelation.Keywords - α-silylallylic sulfide; acid chloride; aluminum chloride; acid-catalyzed acylation; vinylic sulfide; 2-cyclopentanone; α-phenylthiofuran; furan; cyclopentannelation; furan annelation

A NOVEL METHOD FOR CYCLOPENTANNELATION USING REGIOSELECTIVE ACYLATION OF ALLYLIC SULFIDES VIA α-SILYL INTERMEDIATES

An aluminum chloride-catalyzed reaction of 1-(phenylthiotrimethylsilylmethyl)cyclohexene, readily obtainable from cyclohexanone, with acid chlorides in dichloromethane underwent a regioselective acylation at the γ-position of the allylic system to give γ-acyl enol thioethers in good yields.Heating of these enol thioethers with an equimolar amount of p-toluenesulfonic acid produced 2-cyclopentenone derivatives.This novel method for cyclopentannelation provides a new entry to 2-cyclopentenone ring systems.