20129-23-1

Upstream product

• 14925-97-4 n-butylsulfenyl chloride 
• 108-98-5 thiophenol 
• 110-06-5 di-tert-butyl disulfide 
• 884-09-3 phenyl thiobenzoate 
• 109-79-5 n-butanethiol 
• 110143-85-6 2-Benzenesulfinyl-1H-benzoimidazole 
• 114657-07-7 1,3-dimethyl-5-(4'-methoxybenzyl)-5-phenylthiobarbituric acid 
• 114657-00-0 1,3-dimethyl-5-(4'-nitrobenzyl)-5-phenylthiobarbituric acid 
• 14204-27-4 N-phenylthiophthalimide 
• 114657-01-1 5-(n-butylthio)-1,3-dimethyl-5-(4'-methoxybenzyl)barbituric acid 
• 882-33-7 diphenyldisulfane 
• 7269-35-4 S-(n-butyl) benzothioate 
• 28833-58-1 C₂₄H₂₀N₂O₄S₄ 
• 4779-86-6 sodium 1-buthanethiolate 

Downstream Products

• 68305-23-7 butane-1-thiosulfinic acid S-phenyl ester 
• 71160-45-7 (8-TB-5-22)-8-butylsulfanyl-8-phenyl-tetrahydro-8λ⁵-[1,3,2]oxazaphospholo[2,3-b][1,3,2]oxazaphosphole 
• 629-45-8 dibutyl disulfide 
• 882-33-7 diphenyldisulfane 
• 25848-02-6 N,N'-bis(benzenesulfonyl)butanesulfinamidine 

Relevant academic research and scientific papers

Alternating Current Electrolysis for the Electrocatalytic Synthesis of Mixed Disulfide via Sulfur–Sulfur Bond Metathesis towards Dynamic Disulfide Libraries

A novel approach of electrolysis using alternating current was applied in the sulfur–sulfur bond metathesis of symmetrical disulfides towards unsymmetrical disulfides. As initially expected, a statistical distribution in disulfides was obtained. Furthermore, the influence of electrode polarisation by alternating current was investigated on a two-disulfide matrix. The highly dynamic nature of this chemistry resulted in the creation of dynamic disulfide libraries by expansion of the matrices, consisting of up to six symmetrical disulfides. In addition, mixing of matrices and stepwise expanding of a matrix by using alternating current electrolysis were realised.

Synthesis of Symmetrical and Unsymmetrical Thiosulfonates from Disulfides through Electrochemically Induced Disulfide Bond Metathesis and Site-Selective Oxidation

The anodic generation of symmetrical and unsymmetrical thiosulfonates is presented. First, the oxidation of disulfides yielding symmetrical thiosulfonates was realized. The direct synthesis is performed using a simple quasi-divided cell design, whereby using a supporting electrolyte is unnecessary. Its principle was then expanded to the conversion of unsymmetrical disulfides that were generated in situ through metathesis of two symmetrical disulfides. This enables a direct access to unsymmetrical thiosulfonates without any pre-functionalization or elaborate synthesis of the starting materials for the first time. The reaction scope was investigated by converting differently functionalized aliphatic and aromatic disulfides in moderate to very good yields. Furthermore, a sensitivity assessment for an improved reproducibility and a robustness screen to determine the compatibility of the reaction against functional groups were performed.

Phthalimide-Carried Disulfur Transfer to Synthesize Unsymmetrical Disulfanes via Copper Catalysis

A versatile Cu-catalyzed cross-coupling reaction to various unsymmetrical disulfanes has been presented, from phthalimide-carried disulfur transfer reagents and commercially available boronic acids under mild and practical conditions. The method features the unprecedented use of phthalimide-carried disulfurating reagents (Harpp reagent) in cross-coupling chemistry and is highlighted by the broad substrate scopes, even applicable for the transfer of aryl-disulfur moieties (ArSS-). Notably, the robustness of this methodology is shown by the late-stage modification of bioactive scaffolds of coumarin, estrone, and captopril.

A Novel Method for the Direct Synthesis of Symmetrical and Unsymmetrical Sulfides and Disulfides from Aryl Halides and Ethyl Potassium Xanthogenate

An efficient and new method for the synthesis of disulfides and sulfides via the reaction of aryl halides with ethyl potassium xanthogenate in the presence of MOF-199 is described. O -Ethyl- S -aryl carbonodithioate has a key role as an intermediate in this procedure; it was converted into symmetrical diaryl disulfides in DMF. Additionally, this could be applied to the synthesis of unsymmetrical aryl alkyl(aryl′) disulfides by the reaction with S -alkyl(aryl) sulfurothioates (Bunte salts) as well as unsymmetrical aryl alkyl(aryl′) sulfides in DMSO.

Graphite oxide: A selective and highly efficient oxidant of thiols and sulfides

The selective oxidation of thiols to disulfides and sulfides to sulfoxides using graphite oxide (GO), a heterogeneous carbocatalyst obtained from low cost, commercial starting materials is described. The aforementioned oxidation reactions were found to proceed rapidly (as short as 10 min in some cases) and in good yield (51-100%) (19 examples). No over-oxidation of the substrates was observed, and GO's heterogeneous nature facilitated isolation and purification of the target products.

Rhodium-catalyzed disulfide exchange reaction

A system of RhH(PPh3)4, trifluoromethanesulfonic acid, and (p-tol)3P catalyzes the disulfide exchange reaction. Treatment of two symmetrical dialkyl disulfides with the catalyst provides an equilibrium mixture of three dis

Imination of sulfur-containing compounds: XXXV. New preparation method and oxidative benzenesulfonylimination of unsymmetrical disulfides

A new preparative method of synthesis was developed for unsymmetrical and symmetrical disulfides. This method involves sulfenylation of sodium thiolates with N-arenesulfenyl-N,N′-bis(arenesulfonyl)sulfinamidines. Imination of unsymmetrical disulfides with sodium chloroamides of sulfonic acids occurs at the more nucleophilic sulfur atom, affording N,N′ -bis(arenesulfonyl)sulfinamidines and symmetrical disulfides.

Kinetics of Intramolecular Alkyl Radical Attack on Sulfur in Disulfides and Thioesters

The 4-(alkyldithio)butyl radicals 8a and c, and the 4-(phenyldithio)butyl radical 8b, generated from the corresponding esters of N-hydroxypyridine-2(1H)-thione, undergo fast exo-cyclisation by SHi attack at sulfur.Similarly, the 5-(alkyldithio)pentyl radical 8d undergoes 1,6-ring formation.The rate constants for cyclisation were determined by photolysis of the radical precursors in the presence of appropriate thiols.Butyl and pentyl radicals bearing ω-acetylthio or ω-benzoylthio substituents also undergo ring closure but much more slowly.The kinetics of these intramolecular SH2 reactions are discussed and compared with those for the intermolecular attack of hexyl radicals on diphenyl disulfide and on dibutyl disulfide.

Electrooxidation of thiols in the presence of halide ions - A facile preparative method for synthesis of disulfides

The aliphatic, aromatic and heteroaromatic disulfides were easily synthesized by the electrolysis of corresponding thiols. The electrochemical method is also convenient for synthesis of unsymmetrically substituted disulfides and 'paired' synthesis of disu

Some Unusual Properties of Tris(2,6-dimethoxyphenyl)phosphine Sulfide and the Related Compounds

The title sulfide 3P=S reacted with acids to form a novel mercaptophosphonium salt X, solution thermolysis of which in the absence or presence of triphenylphosphine resulted in the unusual desulfurization to give the tertiary phosphonium salts X. (2,6)3P=S also reacted with alkyl iodides or bromides under mild conditions to give stable (alkylthio)phosphonium salts X (R=Me, Et, n-Bu), which reacted with thiols at room temperature in the presence of a catalytic amount of the tertiary phosphine (2,6)3P to give X and unsymmetrical disulfides.