867017-31-0

Upstream product

• 5335-87-5 4,4'-dimethoxyphenyl disulfide 
• 143-15-7 1-dodecylbromide 
• 2757-37-1 didodecyl disulfide 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 696-62-8 para-iodoanisole 
• 112-55-0 1-dodecylthiol 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 874-90-8 4-methoxybenzonitrile 

Downstream Products

• 18272-84-9 4-n-butylanisole 
• 104-45-0 4-n-propylanisole 
• 4132-48-3 1-methoxy-4-(1-methylethyl)benzene 
• 613-36-5 4-cyclohexylanisole 

Relevant academic research and scientific papers

Ni-catalyzed C–S bond cleavage of aryl 2-pyridyl thioethers coupling with alkyl and aryl thiols

A nickel-catalyzed C–SPy bond activation reactions to produce a variety of thioethers has been developed. The reaction is promoted by a user-friendly, inexpensive, air and moisture-stable Ni precatalyst. Various aryl 2-pyridyl thioethers and a wide range of alkyl and aryl thiols substrates were tolerated in this process which afforded products in moderate to excellent yields.

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.

CATALYTIC C-X-BOND METATHESIS THROUGH ARYLATION

The present invention refers to a process for a catalytic aryl transfer to rearrange the backbone of aromatic C-X bonds.

CuI/Oxalic Diamide-Catalyzed Cross-Coupling of Thiols with Aryl Bromides and Chlorides

We report a general copper-catalyzed cross-coupling of thiols with aryl halides by using N-aryl-N′-alkyl oxalic diamide (L3) or N,N′-dialkyl oxalic diamide (L5) as the ligand. Both aryl and alkyl thiols can be coupled with unactivated aryl bromides and chlorides to give the desired products in good yields. Furthermore, this system features a broad substrate scope and good tolerance of functional groups. Importantly, the oxalic diamides are stable and can be prepared easily from commercially available and cheap starting materials.

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.

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.

Nickel-mediated inter- and intramolecular C-S coupling of thiols and thioacetates with aryl iodides at room temperature

A Ni(0)-catalyzed intermolecular cross-coupling of various functionalized thiols and aryl iodides has been developed and successfully extended to less explored intramolecular versions, where thioacetates could also be utilized as the strategic surrogate. Air-stable precatalysts, very mild conditions, and an easy protocol allow rapid access to medicinally useful aryl thioethers, as demonstrated in the facile synthesis of (±)-chuangxinmycin as a key step.

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).

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