16155-34-3

Upstream product

• 109-72-8 n-butyllithium 
• 1146-44-7 4,4'-dichlorophenyl thiosulfonate 
• 542-69-8 1-iodo-butane 
• 52943-93-8 (E)-2-<(4-Chlorphenylthio)methylen>-6,6-dimethylcyclohexanon 
• 106-46-7 para-dichlorobenzene 
• 109-79-5 n-butanethiol 
• 109-65-9 1-bromo-butane 
• 106-54-7 p-Chlorothiophenol 
• 778-28-9 butyl para-toluenesulfonate 
• 1142-19-4 4,4'-dichlorodiphenyl disulfide 
• 637-87-6 1-Chloro-4-iodobenzene 
• 629-45-8 dibutyl disulfide 
• 136-60-7 benzoic acid, butyl ester 
• 29540-84-9 4-chlorophenyl trifluoromethanesulfonate 

Downstream Products

• 1205-71-6 N-(4-chlorophenyl)aniline 
• 6344-43-0 4-chlorophenyl-n-butylsulfone 

Relevant academic research and scientific papers

Microwave assisted, highly efficient solid state N- and S-alkylation

Secondary amines and thiophenols were alkylated with alkyl and benzyl halides rapidly on alumina supported potassium carbonate under solvent-free conditions using microwaves. Equimolar amounts of the secondary amine/thiophenol and alkyl halide were used. The procedure neither required any strong base nor a PTC Aniline was also monobenzylated with benzylchloride. Separation of the products from the reactants was very simple by using a nonpolar solvent for desorption.

Production of Alkyl Aryl Sulfides from Aromatic Disulfides and Alkyl Carboxylates via a Disilathiane–Disulfide Interchange Reaction

The results of this study show that disilathiane is an effective mediator in the synthesis of alkyl aryl sulfides with disulfides and alkyl carboxylates. Mechanistic studies suggest that disilathiane promotes cleavage of the sulfur–sulfur bond of disulfides to generate thiosilane as a key intermediate. Diselenides were also applicable to this transformation to produce the corresponding selenides.

Ullmann-type: N-arylation of anilines with alkyl(aryl)sulfonium salts

A palladium/copper-cocatalyzed Ullmann-type N-arylation of anilines using alkyl(aryl)sulfonium triflates as arylation reagents has been accomplished. The reaction enabled Caryl-S bond cleavage over Calkyl-S bond breakage of alkyl(aryl)sulfoniums by Pd(P(tBu)3)2/CuI and gave the corresponding N-arylated products in good to high yields. It was also significant that the reactions of aniline with asymmetric butyl(mesityl)(aryl)sulfonium triflates showed excellent selectivity, in which the aryl groups other than the bulky and electron-rich mesityl moieties were transformed.

Cu-catalyzed coupling of aryl iodides with thiols using carbonyl-phosphine oxide ligands

A series of carbonyl-phosphine oxide ligands were synthesized from 2-bromophenylaldehyde and used in Cu-catalyzed C-S coupling reactions. Aryl iodide and aryl bromide reacted with thiols efficiently upon catalysis under mild reaction conditions and a yiel

Cu-Catalyzed Coupling of Aryl Iodides with Thiols Using Carbonyl-Phosphine Oxide Ligands

A series of carbonyl-phosphine oxide ligands were synthesized from 2-bromophenylaldehyde and used in Cu-catalyzed C-S coupling reactions. Aryl iodide and aryl bromide reacted with thiols efficiently upon catalysis under mild reaction conditions and a yiel

Gold-catalyzed C-S bond formation from thiols

ortho-Alkynylbenzoic acid alkyl esters act as alkylating agents of thiol derivatives with PPh3AuCl in combination with AgOTf in 1,2-dichloroethane at 80 °C. The corresponding sulfide compounds are obtained in good to excellent yields.

Sulfite-promoted one-pot synthesis of sulfides by reaction of aryl disulfides with alkyl halides

A sodium dithionite, sodium thiosulfate and rongalite promoted one-pot synthesis of aryl alkyl sulfides at room temperature has been developed. The reactions of a range of disulfides with alkyl halides proceeded smoothly in the presence of rongalite. Possible reaction pathways are discussed and the effects of these sulfites on disulfides are investigated. The important features of this protocol are metal-free, strong-base-free, and mild reaction conditions, operational simplicity, short reaction times and high yields of products. Georg Thieme Verlag Stuttgart.

Alkyl- or arylthiolation of aryl iodide via cleavage of the S-S bond of disulfide compound by nickel catalyst and zinc

Various aryl sulfides can be synthesized by nickel-catalyzed alkyl- or arylthiolation of aryl iodide with a disulfide compound. This reaction produces Ni(0) from NiBr2-bpy by the reduction with zinc, and this generated complex works as an activating species to convert ArI into ArSR under neutral conditions. Furthermore, this system enables the use of two RS groups in (RS)2.

Reductive cleavage of S-S bond by Zn/AlCl3 system: A novel method for the synthesis of sulfides from alkyl tosylates and disulfides

Alkyl and aryl disulfides are reduced by zinc powder in the presence of AlCl3 in aqueous media to yield zinc thiolates. These thiolate anion species then react with alkyl tosylates to give sulfides in high to excellent yields.

Reductive cleavage of S-S bond by Zn/AlCl3 system: A novel method for the synthesis of sulfides from alkyl tosylates and disulfides

Alkyl and aryl disulfides are reduced by zinc powder in the presence of AlCl3 in aqueous media to yield zinc thiolates. This thiolate anion species then react with alkyl tosylates to give sulfides in high execellent yields.