16601-19-7

Upstream product

• 150-60-7 dibenzyl disulphide 
• 103-19-5 di(p-tolyl) disulfide 
• 106-45-6 para-thiocresol 
• 1939-99-7 benzenesulfonyl chloride 
• 5797-02-4 acetyl benzyl disulfide 
• 18412-57-2 p-tolyltriethoxysilane 
• 33704-38-0 2-(benzylsulfinothioyl)isoindoline-1,3-dione 
• 5720-05-8 4-methylphenylboronic acid 
• 10436-83-6 S-(4-methylphenyl) ethanethioate 
• 100-44-7 benzyl chloride 
• 19717-02-3 ethyl S-(4-methylphenyl) thiolcarbonate 
• 6313-36-6 benzyl thiosulphate 
• 106-38-7 para-bromotoluene 
• 824-79-3 sodium 4-methylbenzenesulfinate 

Downstream Products

• 16601-17-5 phenyl phenylmethyl disulfide 
• 57266-34-9 4-methylphenyl methyl disulfide 
• 5023-60-9 1-benzylsulfanyl-4-methyl-benzene 

Relevant academic research and scientific papers

Selective monodesulfurization of organic trisulfides by bis(triphenylstannyl)chalcogenides

Organic trisulfides undergo facile, selective monodesulfurization on treatment with bis(triphenylstannyl)chalcogenides. An intermolecular process is suggested.

Unsymmetrical Disulfides Synthesis via Cs2CO3-Catalyzed Three-Component Reaction in Water

An unsymmetrical disulfides synthesis by Cs2CO3-catalyzed three-component coupling reaction of thioacetate, sodium thiosulfate, and benzyl halide in water is described. The safe, stable, and non-toxic Na2S2O3 was invoked as the sulfur-source, successfully avoiding the odor generation in the process of S?S bond formation. A wide range of substrate suitability and appropriate functional group tolerance were observed for the transformation. Notably, the approach reported here was compatible with various biomolecules including glucose, coumarin, and quinolinone. (Figure presented.).

Preparation method of asymmetric organic persulfide compound

The invention discloses a preparation method of an asymmetric organic persulfide compound, wherein the preparation method comprises the following step: under the catalysis of alkali, carrying out one-pot reaction on a compound represented by a formula (II), a compound represented by a formula (III) and sodium thiosulfate in a solvent to obtain the asymmetric organic persulfide compound representedby a formula (I). The preparation method disclosed by the invention is mild in reaction condition, simple to operate and high in yield; and the supervulcanization modification of natural product molecules such as quinolinone, coumarin, glucose and the like can be realized.

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.

Nucleophilic disulfurating reagents for unsymmetrical disulfides construction via copper-catalyzed oxidative cross coupling

Novel disulfuration was established via cross coupling between nucleophilic disulfurating reagent and arylsilane introducing two sulfur atoms in one step. This methodology was applied to synthesize various unsymmetrical disulfides under mild conditions via copper-catalyzed oxidative Hiyama-type cross coupling, providing a new pathway for disulfide synthesis. In addition, pH value of system displayed a key role in alcoholysis process.

Aryl-aryl, aryl-alkyl, alkyl-alkyl asymmetric the sulfur compounds and its synthetic method

The invention discloses a synthesis method of aryl-aryl, aryl-alkyl and alkyl-alkyl asymmetric persulfides as shown in a formula (II) or a formula (IV). According to the synthesis method, with sulfinic acid sodium salt, and halogenated hydrocarbon and Na2S2O3 as reaction materials or Bunte salt as a reaction material instead of the halogenated hydrocarbon and Na2S2O3, the aryl-aryl, aryl-alkyl and alkyl-alkyl asymmetric persulfides are obtained by reaction in the absence of transition metal. The synthesis method has the advantages that the reaction is efficient; the yield is high; a vulcanizing reagent is cheap, easily available, stable, and free of pungent smell; no strong acid or alkali or extra oxidizing or reducing agent is added in reaction; the condition is relatively mild; and no transition metal is used as a catalyst in the reaction, and therefore the method is economical, practical and friendly to the environment; a reaction substrate is easy to prepare; the reaction efficiency is high after the reaction is amplified, and therefore, the synthesis method has a wide application prospect and practical value.

Transition-metal-free persulfuration to construct unsymmetrical disulfides and mechanistic study of the sulfur redox process

A sulfur redox process has been developed between sulfinate and thiosulfate, which efficiently affords diverse unsymmetrical disulfides and provides a new method to modify pharmaceuticals and natural products without requiring an extra oxidant or reductant. Gram-scale investigation further demonstrates the practicality and application potential of this process. Isolated key intermediates and a series of control experiments afford an unusual process, which reveals the mechanism of comproportionation and the transition-metal-free sulfur redox process.

Sulfinic Acids and Related Compounds 23. Preparation of Sulfinic Acids by the Reaction of Sulfonyl Halides with Thiols

The reaction of arene- and alkanesulfonyl halides with p-thiocresol in the presence of triethylamine at -76 deg C gives triethylammonium sulfinates, which after acidification afford sulfinic acids of 95 - 100 percent purity in yields of 51 - 92 percent for 18 typical representatives.The synthesis succeeds in certain instances where conventional reduction with aqueous sodium sulfite fails and in other instances often is superior.The method is rapid, mild, selective, convenient, and general, although a few limitations are reported.Characterizations of the sulfinic acids are effected by titration with aqueous sodium nitrite, by IR and 1H-NMR spectra, by preparation of either a S-benzylthiuronium salt or a p-nitrobenzyl ester and either by elemental analyses or comparison with reported melting points of the acids and derivatives as appropriate.

4'-NITROARENESULPHENANILIDES: THEIR USE IN THE SYNTHESIS OF UNSYMMETRICAL DISULPHIDES

The reaction of 4'-nitroarenesulphenanilides with thiols in the presence of boron trifluoride etherate can provide an effective route to unsymmetrical disulphides.