1778-10-5

Upstream product

• 623-47-2 propynoic acid ethyl ester 
• 104-95-0 (4-bromophenyl)thioanisole 
• 1906-57-6 potassium monoethyl oxalate 
• 93183-60-9 ethyl 4-(methylsulfinyl)benzoate 
• 5798-75-4 Ethyl 4-bromobenzoate 
• 67-68-5 dimethyl sulfoxide 
• 28276-32-6 ethyl p-mercaptobenzoate 
• 74-88-4 methyl iodide 

Downstream Products

• 95136-82-6 Tris<4-(methylthio)phenyl>methanol 
• 18908-74-2 ethyl 4-benzylbenzoate 
• 93183-60-9 ethyl 4-(methylsulfinyl)benzoate 
• 117678-91-8 C₂₂H₂₁S₃ 
• 117678-95-2 Chlortris<4-(methylthio)phenyl>methan 
• 75-18-3 dimethylsulfide 
• 624-89-5 Ethyl methyl sulfide 
• 352-93-2 diethyl sulphide 
• 13205-49-7 4-(ethylthio)benzoic acid 

Relevant academic research and scientific papers

Transition-Metal-Free Aryl-Heteroatom Bond Formation via C-S Bond Cleavage

Aryl-heteroatom bonds (C-Het) are almost ubiquitously present in chemical molecules. However, methods for diverse C-Het bond formations from a simple substrate are limited. Herein, we report a convenient and efficient C-S bond transformation of aryl sulfoniums to various C-Het bonds (C-O, C-S, C-Sn, C-Si, C-Se) in the absence of any transition-metal catalyst. These reactions proceeded in mild conditions with a wide substrate scope.

Copper(I)-Catalyzed Alkyl- and Arylsulfenylation of 3,4-Dihalo-2(5H)-furanones (X=Br, Cl) with Sulfoxides under Mild Conditions

An efficient copper(I)/proline sodium salt-catalyzed alkyl- and arylsulfenylation of C(sp2)–X 3,4-dihalo-2(5H)-furanone compounds with sulfoxides is described. For inexpensive C(sp2)–Cl compounds, there is also a satisfactory reactivity with the moderate yields. This transformation provides a novel approach for the utilization of sulfoxides (not only DMSO) as sulfur source at mild temperatures without the need for an anaerobic atmosphere. More importantly, both sulfoxide and proline sodium salt can play a dual role in this reaction. (Figure presented.).

Investigation of the scope and mechanism of copper catalyzed regioselective methylthiolation of aryl halides Dedicated to Professor Dr. Irina Beletskaya

Methylthiolation of structurally diverse aryl halides was accomplished under fluoride free conditions using catalytic amounts of CuI, and DMSO as the methylthiolation source. Optimization studies unveiled several varieties of promoters among which Zn(OAc)2 was found ideal. The analogous reaction with DMSO-d6 afforded corresponding deuterated aryl methyl thioether with 99% purity. Mechanistic studies revealed CuSMe as the active methylthiolation agent.

One-pot reduction of sulfoxides with NaBH4, CoCl2. 6H2O catalyst, and moist alumina

Sulfoxides are reduced by a combination of sodium borohydride, a catalytic amount of cobalt(II) chloride hexahydrate, and chromatographic neutral alumina preloaded with a small amount of water (moist alumina) in hexane to produce the corresponding sulfides in good to excellent yields under mild conditions. An interesting structural influence of sulfoxides on their reactivity is observed. Copyright