22865-54-9

Upstream product

• 106-45-6 para-thiocresol 
• 106-40-1 4-bromo-aniline 
• 106-37-6 1.4-dibromobenzene 
• 18620-02-5 (4-bromophenyl)magnesium bromide 
• 624-31-7 4-tolyl iodide 
• 5335-84-2 bis(4-bromophenyl)disulfide 
• 637-60-5 p-tolylhydrazine hydrochloride 
• 106-53-6 para-bromobenzenethiol 
• 589-87-7 1,4-bromoiodobenzene 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 5467-74-3 4-Bromophenylboronic acid 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 
• 2943-42-2 di(4-methyl)phenylthiosulfonate 
• 68716-49-4 p-bromophenylboronic acid pinacol ester 

Downstream Products

• 7380-78-1 4-(phenylethynyl)anisole 
• 24785-38-4 1-methoxy-4-[2-(4-methylphenyl)ethynyl]benzene 
• 189099-57-8 1-bromo-4-[2-(4-methoxyphenyl)ethynyl]benzene 
• 150192-64-6 4-(4-Bromphenylseleno)-4'-methyldiphenylsulfid 
• 150192-63-5 4-(4-Bromphenylthio)-4'-methyldiphenylsulfid 

Relevant academic research and scientific papers

Paired Electrolysis Enabled Ni-Catalyzed Unconventional Cascade Reductive Thiolation Using Sulfinates

Herein, we have reported a nickel-catalyzed cascade reductive thiolation of aryl halides with sulfinates driven by paired electrolysis. This protocol uses sulfinates as the sulfur source, and various thioethers could be synthesized under mild conditions. By mechanism exploration, we find that a cascade chemical step is allowed on the electrode interface and could alter the reaction pathway in paired electrolysis, whose findings could help the discovery of novel cascade reactions with unique reactivity.

N-bromosuccinimide/HCl mediated reduction of sulfoxides to sulfides

An efficient reduction of sulfoxides to sulfides mediated by N-bromosuccinimide (NBS)/HCl system has been developed. This protocol shows good functional group compatibility as well as broad substrates scope with operational simplicity.

Room temperature nickel-catalyzed cross-coupling of aryl-boronic acids with thiophenols: Synthesis of diarylsulfides

A NiCl2/2,2′-bipyridine-catalyzed cross-coupling of thiophenols with arylboronic acids has been developed for the synthesis of symmetric and unsymmetric diarylsulfides at room temperature and in air. This methodology is reliable and offers a mild and easy to operate process for the synthesis of arylthioethers, which are essential compounds with applications in the pharmaceutical and agricultural industries. This method avoids the use of expensive transition metals, such as Pd, Ir or Rh, sophisticated ligands and elevated temperatures. It also has a wide substrate scope (55 examples) and provides products in good to excellent yields (72-93%).

An Iodide-Mediated Transition-Metal-Free Strategy towards Unsymmetrical Diaryl Sulfides via Arylhydrazines and Thiols

A mild, scalable iodine-mediated oxidative cross-coupling reaction of arylhydrazines and thiols for construction of thioethers (sulfides) in the absence of any transition metals or photocatalysts is disclosed. A variety of unsymmetrical diaryl sulfides with broad substrate scope both on thiols and hydrazines were synthesized in high yields in water at room temperature. Furthermore, to demonstrate the utility of the protocol, the above C-S bond formation was applied in the synthesis of the key structure of vortioxetine as an antidepressant drug. The gram-scale outcome also added to the potential utility of this protocol.

Metal-Free Cercosporin-Photocatalyzed C-S Coupling for the Selective Synthesis of Aryl Sulfides under Mild Conditions

Aryl sulfides are important motifs of bioactive molecules, which are generally synthesized by transition metal-based coupling reactions under harsh conditions. Herein, we developed a new method that visible light along with cercosporin, produced by liquid fermentation and functioned as a cost-effective and environmentally friendly photocatalyst, prompted the selective synthesis of aryl sulfides through C–S coupling of thiols and diazonium salts under mild conditions. Furthermore, this method can also be performed with a great conversion by the direct use of cercosporin-containing fermentation supernatant as catalytic system without organic solvent extraction.

Preparation method of aromatic thioether compound

The invention discloses a preparation method of an aromatic thioether compound, belonging to the technical field of catalysis. The invention provides a novel environment-friendly method for efficiently synthesizing a thioether derivative; and under the action of a catalyst, thiophenol and an aryl diazonium salt compound are directly coupled under illumination to generate the aromatic thioether compound, wherein the catalyst is cephalosporin. According to the method disclosed by the invention, the cephalosporin is used as the catalyst; catalytic conditions are mild, and the method can be carried out at room temperature under visible light irradiation; the catalytic activity of the catalyst is high, and the thioether compound can be catalytically synthesized with high selectivity; and the yield of the thioether compound can reach 96% or above by virtue of a trace amount of the catalyst. The photocatalyst disclosed by the invention has the advantages of usage of simple and easily available substrate raw materials, environmental friendliness, low cost and very good application prospect, and can be produced on a large scale.

MOF nano porous-supported C-S cross coupling through one-pot post-synthetic modification

UIO-66-NH2-Fu?Ni has been synthesized by anchoring a molecular nickel furfural (Fu) complex into a functionalized nanoporous metal-organic framework (MOF) with the amine functional groups, using the one-pot post-synthetic modification. This new

C-S cross-coupling reaction using novel and green synthesized CuO nanoparticles assisted by Euphorbia maculata extract

In the present study, biosynthesis of CuO nanoparticles using a rapid, eco-friendly, cost-effective and efficient method has been reported employing aqueous Euphorbia maculata extract as mild, renewable and non-toxic reducing and capping agents without adding any surfactants. The biogenic and green method has some benefits compared to conventional physical and chemical methods. It is simple, cheap and environmentally friendly. The biosynthesized CuO NP displayed a color change pattern (from sky blue to black) on preparation and presented its respective broad peak at 365?nm, which was analyzed by UV–Vis spectroscopy. Using the FT-IR analysis, biomolecules in E. maculata extract which are responsible for bioreduction activity and synthesize of CuO NP, were identified. The XRD, EDX and FESEM results confirmed the successful synthesis of CuO nanoparticles of 18?nm sizes, with spherical and sponge crystal structure. The catalytic activity of biosynthesized CuO NPs was studied in C-S cross-coupling reaction. This method has the advantages of high yields, easy work-up, and simple reusability. The recovered CuO NP can be reused four times without any considerable loss of its catalytic activity.

Modified conditions for copper-catalyzed ipso-thiolation of arylboronic acid esters with thiosulfonates

An efficient ipso-thiolation of arylboronic acid esters with thiosulfonates has been achieved under mild and odorless conditions using a copper catalyst. The use of TMEDA and cesium fluoride as the ligand and base, respectively, dramatically facilitated the desired transformation. The method exhibited a broad substrate scope, which allowed for the expeditious synthesis of diverse aryl sulfides from easily available starting materials.

Synthesis of Diverse o-Arylthio-Substituted Diaryl Ethers by Direct Oxythiolation of Arynes with Diaryl Sulfoxides Involving Migratory O-Arylation

A diverse range of o-arylthio-substituted diaryl ethers has been synthesized by direct oxythiolation of arynes with diaryl sulfoxides that involves the formation of the C-O and C-S bonds followed by migratory O-arylation.