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Upstream product

• 108-88-3 toluene 
• 933-01-7 4-chloro-benzenesulfenyl chloride 
• 106-54-7 p-Chlorothiophenol 
• 95-53-4 o-toluidine 
• 637-87-6 1-Chloro-4-iodobenzene 
• 137-06-4 2-thiocresol 
• 615-37-2 ortho-methylphenyl iodide 
• 95-46-5 2-methylphenyl bromide 
• 1073-70-7 4-chlorophenylhydrazine hydrochloride 
• 98-60-2 4-chlorobenzenesulfonyl chloride 
• 14752-66-0 sodium p-chlorobenzenesulphinate 

Relevant academic research and scientific papers

Electrochemistry Enabled Nickel-Catalyzed Selective C?S Bond Coupling Reaction

This work describes an electrochemical enabled nickel-catalyzed chemoselective C?S bond coupling protocol for the production of aryl sulfides and sulfones. By simply switching the nickel catalysts and electrodes, this electrochemical C?S bond coupling has demonstrated excellent redox activity, scalability and sustainability. Furthermore, the mechanism for this electrochemical cross-coupling reaction has been investigated.

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.

Nickel(II) N-Heterocyclic Carbene Complexes: Versatile Catalysts for C–C, C–S and C–N Coupling Reactions

A variety of NiII complexes with a wide range of electronic and steric properties, bearing picolylimidazolidene ligands (a–g) and Cp (Cp = η5-C5H5; 2a–f) or Cp* (Cp* = η5-C5Me5; 3a, c, g) groups, have been synthesised and characterised by using NMR spectroscopy and single-crystal X-ray crystallography. The complexes have been used as precatalysts for a wide range of catalytic transformations, which most likely involve a Ni0/NiII catalytic cycle. In particular, the new well-defined 2a, 2c, 3a and 3c complexes have demonstrated great efficiency and versatility towards Suzuki–Miyaura coupling reactions, hydroamination of activated olefins and C–S cross-coupling reactions of aryl halides and thiols under mild conditions.

(1H-benzo[d][1,2,3]triazol-1-yl)methanol: An efficient bidentate ligand for copper catalyzed S-arylation of thiols

An operationally simple, palladium-free synthetic protocol for thio-arylation using 0.5 mol % CuI and 1 mol % (1H-benzo[d][1,2,3]triazol-1-yl)methanol as ligand is described. The ligand was found to be cheap, thermally stable, easy to synthesize, show simplicity in use and wide use in coupling reactions. Appropriately, the donor ability of the N=N bond of the benzotriazole ring and lone pair of electrons on the hydroxy group increases the bidentate ability of the ligand. Using this protocol, we have shown that a variety of aryl sulfides that can be synthesized in excellent yields from readily available aryl halide and thiols.

Organic synthesis via magnetic attraction: Benign and sustainable protocols using magnetic nanoferrites

Magnetic nano-catalysts have been prepared using simple modification of iron ferrites. The nm size range of these particles facilitates the catalysis process, as an increased surface area is available for the reaction; the easy separation of the catalysts by an external magnet and their recovery and reuse are additional beneficial attributes. Glutathione bearing nano-ferrites have been used as organocatalysts for the Paal-Knorr reaction and homocoupling of boronic acids. Nanoferrites, post-synthetically modified by ligands, were used to immobilize nanometals (Cu, Pd, Ru, etc.) which enabled the development of efficient, sustainable and green procedures for azide-alkynes-cycloaddition (AAC) reactions, C-S coupling, O-allylation of phenol, Heck-type reactions and hydration of nitriles.

A highly active and magnetically retrievable nanoferrite-DOPA-copper catalyst for the coupling of thiophenols with aryl halides

Diaryl sulfides were synthesized using a magnetically recoverable heterogeneous Cu catalyst via one-pot multi component reaction using MW irradiation; the use of isopropanol as a benign reaction medium, easy recovery of the catalyst using an external magnet, efficient recycling, and the high stability of the catalyst render the protocol economic and sustainable. This journal is The Royal Society of Chemistry 2012.

Copper-catalyzed Ullmann coupling under ligand- and additive-free conditions. Part 2: S-Arylation of thiols with aryl iodides

S-Arylation of a wide variety of substituted aryl and aliphatic thiols with aryl halides catalyzed by copper iodide under mild ligand- and additive-free conditions (nBu4NBr, PhMe, NaOH, reflux, 22 h) is accomplished in good to excellent product yields (up to 96%).

Lewis Acid Catalyzed Sulphenylation of Methylbenzene by p-Chlorobenzenesulphenyl Chloride

The Lewis acid catalyzed reactions of benzene and several methylbenzenes with p-chlorobenzenesulphenyl chloride are reported.The products include sulphenylated arenes - p-chlorophenyl aryl sulphides, bis(p-chlorophenylthio)arenes, chloro(p-chlorophenylthio)arenes - as well as chlorinated arenes and bis(p-chlorophenyl)disulphides.The disulphide: combined sulphenylation products ratio for each arene, e.g. 27:73 (for benzene) and 12:86 (for mesitylene), shows only a small variation when compared to the large differences in reactivity of the arenes towards electrophilic reagents.