94435-76-4

Upstream product

• 103-19-5 di(p-tolyl) disulfide 
• 143-15-7 1-dodecylbromide 
• 624-31-7 4-tolyl iodide 
• 112-55-0 1-dodecylthiol 
• 40390-88-3 dodecansulfenyl chloride 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 104-85-8 para-methylbenzonitrile 
• 10157-76-3 dodecyl 4-methylbenzenesulphonate 
• 106-45-6 para-thiocresol 
• 10486-08-5 sodium p-thiocresolate 
• 151-21-3 sodium dodecyl-sulfate 

Downstream Products

• 148017-75-8 1-methyl-4-(dodecylsulfinyl)benzene 

Relevant academic research and scientific papers

Nickel-Catalyzed Thiolation of Aryl Nitriles

A nickel-catalyzed thiolation of aryl nitriles has been developed to access functionalized aryl thioethers. The ligand dcype (1,2-bis(dicyclohexylphosphino)ethane) as well as the base KOtBu (potassium tert-butoxide) are essential to achieve this transformation. This scalable and practical process involves both a C?C bond activation and a C?S bond formation. Furthermore, this reaction shows a high functional-group tolerance and enables the late-stage functionalization of important molecules.

Microwave-Assisted Copper-Catalyzed Cross-Coupling Reaction of Thiols with Aryl Iodides in Water

Microwave-promoted C-S bond formation from thiols and aryl iodides in the presence of a copper catalyst is reported. A combination of copper(II) oxide and 1,10-phenanthroline catalyzes this reaction. A variety of aryl iodides react smoothly with thiols to provide the corresponding aryl sulfides in good to excellent yields. Notably, the reactions proceed in water with a short reaction time (30 minutes). This system shows broad functional-group tolerance; amino, chloro, bromo, acetyl, and nitro groups are unaffected by the reaction conditions.

Manganese-catalyzed cross-coupling of thiols with aryl iodides

A manganese-catalyzed cross-coupling reaction of thiols with aryl iodides, furnishing aryl thioethers in good to excellent yields has been reported; the system shows good functional group tolerance and enables the sterically demanding aryl iodides to couple with thiols. Coming up for ArI: A manganese-catalyzed cross-coupling reaction of thiols with aryl iodides that furnishes aryl thioethers in good to excellent yields has been reported. Functional groups such as unprotected alcohols and chloro substituents are tolerated under these reaction conditions. Moreover, this catalytic system enables the sterically demanding aryl iodides to couple with thiols (see scheme; R=aryl or alkyl).

Reductive coupling of disulfides and diselenides with alkyl halides catalysed by a silica-supported phosphine rhodium complex using hydrogen as a reducing agent

The reductive coupling of disulfides and diselenides with alkyl halides was achieved in THF at 65 °C in the presence of 3 mol% of a silica-supported phosphine rhodium complex and triethylamine using hydrogen as a reducing agent, affording a variety of unsymmetrical sulfides and selenides in high yields. The heterogeneous rhodium catalyst can be recovered by a simple filtration and reused several times without significant loss of activity. Reaction with an acyl halide was also observed.

Synthesis of aryl thioethers through the N -chlorosuccinimide-promoted cross-coupling reaction of thiols with Grignard reagents

A convenient one-pot approach for the synthesis of aryl sulfides through the coupling of thiols with Grignard reagents in the presence of N-chlorosuccinimide is described. The sulfenylchlorides were formed when thiols were treated with N-chlorosuccinimide, and the resulting sulfenylchlorides were then directly reacted with Grignard reagents to provide aryl sulfides in good to excellent yields under mild reaction conditions. Functional groups including ester, fluoro, and chloro are tolerated by the reaction conditions employed. It is important to note that this method has a short reaction time (30 min in total) and represents an alternative approach for the synthesis of aryl sulfides over the existing protocols.

A general rhodium-catalyzed cross-coupling reaction of thiols with aryl iodides

The general procedure for the rhodium-catalyzed cross-coupling of thiols with aryl iodides is described. The catalytic system consists of 5 mol % of [RhCl(cod)]2 and 10 mol % of PPh3 as a ligand. A variety of aryl iodides reacted with thiols, giving aryl thioethers in good to excellent yields. It is important to note that the deactivated aryl iodides such as 4-iodoanisole is worked smoothly to provide the corresponding aryl thioethers in excellent yields. Functional groups such as free-amines, chloro, are all tolerated under the employed reaction conditions.

An efficient copper-catalyzed cross-coupling reaction of thiols with aryl iodides

Commercially available Cu2O powder is a very reactive catalyst for the coupling of thiols to aryl iodides. A variety of functional groups including esters, unprotected amines, alcohols, and heterocycles tolerate the reaction conditions. Moreover, di-ortho-substituted aryl iodides with sterically demanding substrates were also coupled to give the desired aryl thioethers in good to excellent yields. Copyright

Synthesis of CuO on mesoporous silica and its applications for coupling reactions of thiols with aryl iodides

Novel CuO on mesoporous silica is prepared under a convenient approach, and has been shown to be an efficient catalyst for cross-coupling reactions of thiols with aryl iodides with only 1.0-5.0 mol% catalyst loading.

Simple, efficient and recyclable catalytic system for performing copper-catalyzed C-S coupling of thiols with aryl iodides in PEG and PEG-H2O

A new protocol for the coupling of aryl iodides with thiophenols or alkanethiols is reported. The reaction is catalyzed by CuI-PEG or CuI-PEG-H2O system in the absence of ligands and volatile organic solvents. A variety of functionalized aryl sulfides are prepared in excellent yields. The isolation of the products is readily performed by the extraction with diethyl ether or petroleum ether, and the CuI-PEG catalyst can be reused without significant loss in activity. The simple catalytic system is economically competitive and environmentally friendly.

Palladium on charcoal as a recyclable catalyst for C - S cross-coupling of thiols with aryl halides under ligand-free conditions

5-Arylation of a wide variety of substituted aryl and aliphatic thiols with aryl halides using a catalytic amount of palladium on charcoal as a heterogeneous catalysis with potassium hydroxide as the base in dimethyl sulfoxide (DMSO) at 110°C is accomplished in good yields. The C. - S bond formation reaction functions under ligand-free conditions, and the palladium on charcoal catalyst can be is reused for five runs without any loss of activity.