91922-48-4

Upstream product

• 13557-24-9 1-chloroethyl phenyl sulfide 
• 127-09-3 sodium acetate 
• 622-38-8 Ethyl phenyl sulfide 
• 64-19-7 acetic acid 
• 108-05-4 vinyl acetate 
• 108-98-5 thiophenol 
• 51207-25-1 ethylphenylsulfoxide 
• 108-24-7 acetic anhydride 

Downstream Products

• 1243265-77-1 1-acetoxyethyl phenyl sulfoxide 

Relevant academic research and scientific papers

Synthesis of α-Arylthioalkyl Esters: The Addition Reactions of Vinyl Esters with Arylthiols Catalyzed by Lipase

α-Arylthioalkyl esters can be prepared by the addition reactions of vinyl esters with arylthiols in the presence of Pseudomonas lipase (PSL) as catalyst. In the toluene, the reaction mixtures were stirred at 60 °C for three days, the chemical yields up to

Electrochemical Oxidation Enables Regioselective and Scalable α-C(sp3)-H Acyloxylation of Sulfides

A highly selective, environmentally friendly, and scalable electrochemical protocol for the construction of α-acyloxy sulfides, through the synergistic effect of self-assembly-induced C(sp3)-H/O-H cross-coupling, is reported. It features exceptionally broad substrate scope, high regioselectivity, gram-scale synthesis, construction of complex molecules, and applicability to a variety of nucleophiles. Moreover, the soft X-ray absorption technique and a series of control experiments have been utilized to demonstrate the pivotal role of the self-assembly of the substrates, which indeed is responsible for the excellent compatibility and precise control of high regioselectivity in our electrochemical protocol.

Pyrolysis of α- and β-heteroatoms substituted ethyl phenyl sulfoxides

A study on the mechanism of the thermal decomposition of α- and β-heteroatoms substituted ethyl phenyl sulfoxides was carried out using 1-chloroethyl phenyl sulfoxide (1); two diastereomeric 1-acetoxyethyl (substituted phenyl) sulfoxides (2a) and (2b); and 2-chloroethyl phenyl, 2-bromoethyl phenyl, and 2-methoxyethyl phenyl sulfoxides (3, 4, 5). The rate of pyrolysis of 1 was 4.8 times faster at 160°C than that of ethyl phenyl sulfoxide used as a reference, while those of 2a and 2b were 107 and 155 times faster, respectively. The results indicate that the lone pair of electrons on the α-heteroatoms has a larger rate acceleration effect than the electronegativity of them. The substituent effects of the phenyl group of 2a and 2b gave positive Hammett ρ-values (ρa= 0.76 and ρb= 0.80 vs. σ). Activation parameters for 2a and 2b are as follows: 2a, ΔH?= 112 kJmol-1, ΔS?= -20 JK-1mol-1; 2b, ΔH?= 107 kJmol-1, ΔS?= -29 JK-1mol-1. Large deuterium kinetic isotope effects for 1-acetoxyethyl-2,2,2-d3 phenyl sulfoxides (2ad and 2bd) were observed (kH/kD= 3.5 ～ 4.1). These results suggest that the pyrolysis of -heteroatom substituted ethyl phenyl sulfoxides proceeds via a five-membered transition state deviated to E1-like in character. On the other hand, from the results of kinetics for the pyrolysis of 3, 4, and 5, no effect by the β-halogen atoms or some deceleration effect by the β-methoxy group was observed. Thus the reaction seems to proceed via an E1-like mechanism. Copyright Taylor & Francis Group.

Ionic liquid promoted regio- And stereoselective addition of thiols to alkynes and alkenes under organic solvent free condition - A green reaction

A simple ionic liquid, l-methyl-3-pentylimidazolium fluoroborate, [pmIm]BF4, promotes anti-Markovnikov addition of thiols to alkynes providing (Z)- and (E)-vinyl sulfides stereoselectively. The addition of thiols to alkenes in presence of another ionic liquid, [pmim]Br proceeds through anti-Markovnikov manner, whereas the addition to vinyl ethers and acetates occurs at more electrophilic C-2 position adjacent to oxygen. The products are obtained in high yields.

Electrolytic Reactions of Fluoro Organic Compounds. 7. Anodic Methoxylation and Acetoxylation of 2,2,2-Trifluoroethyl Sulfides. Preparation of Highly Useful Trifluoromethylated Building Blocks

Anodic methoxylation and acetoxylation of 2,2,2-trifluoroethyl sulfides and the corresponding nonfluorinated sulfides were comparatively studied.It was found that a trifluoromethyl group remarkably promoted anodic substitution and methoxy and acetoxy groups were introduced adjacent to the trifluoromethyl group of the sulfides.Longer perfluoroalkyl groups also promoted these anodic substitutions.These products were shown to be highly useful building blocks fro the synthesis of fluoro organic compounds.

Synthesis of α-Haloalkyl Esters from α-Arylthioalkyl Esters

α-Monohaloalkyl esters have been prepared under mild conditions in high yields by selective cleavage of the carbon-sulfur bond in α-phenylthioalkyl esters using sulfuryl chloride or bromine.The intermediate α-phenylthioalkyl esters have been prepared by alkylation of the corresponding carboxylic acids with readily accessible α-haloalkyl phenyl sulphides.

ELECTROLYTIC TRANSFORMATION OF FUNCTIONAL GROUPS OF FLUOROORGANIC COMPOUNDS. I. ANODIC METHOXYLATION AND ACETOXYLATION OF TRIFLUOROETHYL SULFIDE

Anodic methoxylation and acetoxylation of phenyl trifluoroethyl sulfide were successfully performed to give the corresponding α-methoxy and α-acetoxy sulfides in good to excellent yields, respectively.These products were found to be useful building blocks