15560-99-3

Upstream product

• 615-37-2 ortho-methylphenyl iodide 
• 629-45-8 dibutyl disulfide 
• 542-69-8 1-iodo-butane 
• 137-06-4 2-thiocresol 
• 109-79-5 n-butanethiol 
• 95-46-5 2-methylphenyl bromide 
• 133-59-5 Toluene-2-sulfonyl chloride 
• 66107-34-4 2-methylphenyl triflate 
• 109-69-3 n-Butyl chloride 

Downstream Products

• 15560-14-2 1-(4-butylsulfanyl-3-methyl-phenyl)-ethanone 
• 1205-39-6 N-phenyl-2-methylaniline 
• 84321-29-9 1-(butylsulfinyl)-2-methylbenzene 
• 104741-61-9 3-Methyl-4-butyl-mercapto-benzaldehyd 
• 105837-91-0 3-Methyl-4-butylmercapto-benzylmercaptan 
• 97833-72-2 Butyl-<4-butylmercapto-3-methyl-benzyl>-sulfid 
• 15560-07-3 2-(4-Butylsulfanyl-3-methyl-phenyl)-N-hydroxy-acetamide 
• 15560-21-1 (4-Butylsulfanyl-3-methyl-phenyl)-acetic acid ethyl ester 
• 109221-58-1 3-Methyl-4-butyl-mercapto-benzylchlorid 

Relevant academic research and scientific papers

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.

C-S cross-coupling of aryl halides with alkyl thiols catalyzed by in-situ generated nickel(II) N-heterocyclic carbene complexes

The C-S cross-coupling of aryl halides with alkyl thiols catalyzed by in-situ generated Ni (II) N-heterocyclic carbene (NHC) complexes is investigated. Good to excellent yields can be obtained for a variety of aryl halides when using 5 mol% of the Ni (II)-NHC catalyst and 1.5 eq. of KOtBu. Both the electronic and steric effects of the NHC ligands on the catalytic performance of Ni (II)-NHC, as well as the electronic effects of aryl halides on coupling reactivity are examined. The mechanism for Ni (II)-NHC catalyzed coupling reactions is also discussed.

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

L-proline-promoted CuI-catalyzed C-S bond formation between aryl iodides and thiols

An improved, mild procedure for the CuI-catalyzed coupling reactions of aryl iodides with aliphatic and aromatic thiols, using L-proline as the ligand, is reported. This procedure is noteworthy given its high generality and exceptional level of functional group toleration. Copyright Taylor & Francis Group, LLC.

Methods for formation of aryl-sulfur and aryl-selenium compounds using copper(I) catalysts

A mild, palladium-free synthetic protocol for the cross-coupling reaction of vinyl or aryl iodides and thiols or selenols using, in certain embodiments, 10 mol % CuI and 10 mol % neocuproine, with NaOt-Bu as the base, in toluene at 110 ° C. A variety of vinyl/aryl sulfides and vinyl/aryl selenides can be synthesized in excellent yields from readily available iodides and thiols or selenols.

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.

Magnesium-Induced Copper-Catalyzed Synthesis of Unsymmetrical Diaryl Chalcogenide Compounds from Aryl Iodide via Cleavage of the Se-Se or S-S Bond

The methodology for a copper-catalyzed preparation of diaryl chalcogenide compounds from aryl iodides and diphenyl dichalcogenide molecules is reported. Unsymmetrical diaryl sulfide or diaryl selenide can be synthesized from aryl iodide and PhYYPh (Y = S, Se) with a copper catalyst (CuI or Cu2O) and magnesium metal in one pot. This reaction can be carried out under neutral conditions according to an addition of magnesium metal as the reductive reagent. Furthermore, it is efficiently available for two monophenylchalcogenide groups generated from diphenyl dichalcogenide.

A general method for the formation of aryl-sulfur bonds using copper(I) catalysts.

[reaction: see text] We report a mild, palladium-free synthetic protocol for the cross-coupling reaction of aryl iodides and thiols using 10 mol % CuI and 10 mol % neocuproine, with NaOt-Bu as the base, in toluene at 110 degrees C. Using this protocol, we have shown that a variety of aryl sulfides can be synthesized in excellent yields from readily available iodides and thiols.