15718-46-4Relevant academic research and scientific papers
Multifunctional core-shell Pd@Cu on MoS2 as a visible light-harvesting photocatalyst for synthesis of disulfide by S[sbnd]S coupling
Yusuf, Mohammad,Song, Sehwan,Park, Sungkyun,Park, Kang Hyun
, (2021/02/21)
Visible light harvesting materials are considered promising cost-effective heterogenous catalysts for organic synthesis. A novel and efficient synthesis of multifunctional core-shell Pd@Cu/MoS2 nanostructures is utilized for synthesis of disulfides by S[sbnd]S Coupling. The Pd@Cu core-shell was obtained by one-pot hydrothermal synthesis, and a simple method was used to load it onto the MoS2. The as-prepared materials were characterized by scanning electron microscopy, transmission electron microscopy, X-ray powder diffraction, X-ray photoelectron spectroscopy, UV–vis diffuse reflectance spectroscopy, and photoluminescence spectroscopy. The Pd@Cu/MoS2 nanostructures revealed excellent photocatalytic activity, reusability, and stability towards the oxidative coupling of mercaptans to disulfanes. The outstanding photocatalytic activity of Pd@Cu/MoS2 will enhance interest in the field of multifunctional core-shell nanomaterials as photocatalysts for a wide variety of applications.
Method for synthesizing symmetric disulfide compound by taking aryl hydrazine and S8 as raw materials
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Paragraph 0064, (2020/11/23)
The invention relates to a method for synthesizing a symmetric disulfide compound by taking aryl hydrazine and S8 as raw materials, and belongs to the technical field of organic synthesis; the methodis characterized in that the aryl hydrazine compound and S8 are used as substrates to react in a reaction solvent under the promotion of alkali to generate the symmetric disulfide organic compound, the reaction gas atmosphere is air or oxygen, the reaction temperature is 40 DEG C-100 DEG C, and the reaction time is 4-24 hours. The synthesis steps are simple, the reaction conditions are mild, S8 which is widely distributed in nature, low in price and easy to obtain is used as a sulfur source, S-S bonds can be constructed only under the promotion of alkali without transition metal catalysis, theyield is as high as 95%, the applicable reaction substrate range is wide, the operation is simple and feasible, the synthesis cost is low, the environmental pollution is small, and a new thought is provided for the synthesis of the symmetric disulfide organic compound.
Biocatalytic synthesis of diaryl disulphides and their bio-evaluation as potent inhibitors of drug-resistant Staphylococcus aureus
Saima,Soni, Isha,Lavekar, Aditya G.,Shukla, Manjulika,Equbal, Danish,Sinha, Arun K.,Chopra, Sidharth
, p. 171 - 178 (2019/01/04)
Staphylococcus aureus is a WHO Priority II pathogen for its capability to cause acute to chronic infections and to resist antibiotics, thus severely impacting healthcare systems worldwide. In this context, it is urgently desired to discover novel molecules to thwart the continuing emergence of antimicrobial resistance. Disulphide containing small molecules has gained prominence as antibacterials. As their conventional synthesis requires tedious synthetic procedure and sometimes toxic reagents, a green and environmentally benign protocol for their synthesis has been developed through which a series of molecules were obtained and evaluated for antibacterial activity against ESKAPE pathogen panel. The hit compound was tested for cytotoxicity against Vero cells to determine its selectivity index and time-kill kinetics was determined. The activity of hit was determined against a panel of S. aureus multi-drug resistant clinical isolates. Also, its ability to synergize with FDA approved drugs was tested as was its ability to reduce biofilm. We identified bis(2-bromophenyl) disulphide (2t) as possessing equipotent antimicrobial activity against S. aureus including MRSA and VRSA strains. Further, 2t exhibited a selectivity index of 25 with concentration-dependent bactericidal activity, synergized with all drugs tested and significantly reduced preformed biofilm. Taken together, 2t exhibits all properties to be positioned as novel scaffold for anti-staphylococcal therapy.
Natural gallic acid catalyzed aerobic oxidative coupling with the assistance of MnCO3 for synthesis of disulfanes in water
Song, Lijuan,Li, Wenhao,Duan, Wenxue,An, Jichao,Tang, Shanyu,Li, Longjia,Yang, Guanyu
supporting information, p. 1432 - 1438 (2019/03/26)
The formation of S-S bonds has great significance and value in synthetic chemistry and bioscience. To pursue a sustainable approach for such a synthesis, an aerobic oxidative coupling method for the efficient preparation of organic disulfanes, using a low-toxic natural gallic acid as an organocatalyst, inexpensive MnCO3 as a cocatalyst, O2 as the terminal oxidant and water as the solvent, has been successfully developed. Such metal-organic cooperative catalytic protocol provided an access to various symmetrical and unsymmetrical disulfanes in up to 99% yield. Gram scale synthesis with practical convenience and low loading of catalysts further illustrates the practicability of our method.
Three monomeric compounds containing the dipyrimidine-2-thiolategold(I) anion
Neils, Thomas L.,Biros, Shannon M.,Staples, Richard J.,Wackerle, Brandon G.,Harrison, Robert B.
, p. 474 - 478 (2018/11/06)
Three complexes containing the dipyrimidine-2-thiolategold(I) anion, [Au(2-pymS)2]-, (2-pymSH = pyrimidine-2-thione), Na[Au(2-pymS)2] (1), N(C2H5)4[Au(2-pymS)2] (2), and H[Au(2-pymS)2] (3), have been synthesized and characterized by spectroscopy (1H NMR, IR, and ESI –MS) and by X-ray crystallography. The monomeric compounds are easily solubilized in water and in various polar organic solvents. The complex anion shows a linear S–Au–S geometry in all three compounds, but the counter cations create a different space group for each compound and also deter Au–Au interactions.
An environmentally benign and selective electrochemical oxidation of sulfides and thiols in a continuous-flow microreactor
Laudadio, Gabriele,Straathof, Natan J. W.,Lanting, Menno D.,Knoops, Benny,Hessel, Volker,No?l, Timothy
supporting information, p. 4061 - 4066 (2017/09/07)
A practical and environmentally benign electrochemical oxidation of thioethers and thiols in a commercially-available continuous-flow microreactor is presented. Water is used as the source of oxygen to enable the oxidation process. The oxidation reaction utilizes the same reagents in all scenarios and the selectivity is solely governed by the applied potential. The procedure exhibits a broad scope and good functional group compatibility providing access to various sulfoxides (15 examples), sulfones (15 examples) and disulfides (6 examples). The use of continuous flow allows the optimal reaction parameters (e.g. residence time, applied voltage) to be rapidly assessed, to avoid mass- and heat-transfer limitations and to scale the electrochemistry.
COMPOUNDS THAT INHIBIT MCL-1 PROTEIN
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Page/Page column 1865; 1866, (2017/09/15)
Provided herein are myeloid cell leukemia 1 protein (Mcl-1) inhibitors, methods of their preparation, related pharmaceutical compositions, and methods of using the same. For example, provided herein are compounds of Formula I, and pharmaceutically acceptable salts thereof and pharmaceutical compositions containing the compounds. The compounds and compositions provided herein may be used, for example, in the treatment of diseases or conditions, such as cancer.
Dialkyl Dicyanofumarates as Oxidizing Reagents for the Conversion of Thiols into Disulfides and Selenols into Diselenides
Mlostoń, Grzegorz,Capperucci, Antonella,Tanini, Damiano,Hamera-Fa?dyga, Ró?a,Heimgartner, Heinz
, p. 6831 - 6839 (2017/09/11)
Aliphatic and aromatic thiols react smoothly with dialkyl dicyanofumarates in CH2Cl2 at room temperature to give the corresponding disulfides in excellent yields. Aliphatic 1,2-, 1,3-, and 1,4-dithiols afford cyclic disulfides. Analogous reaction courses were observed for selenols, and the required diselenides also formed in nearly quantitative yields. In all of the reactions, dialkyl dicyanosuccinates formed as 1:1 mixtures of diastereoisomers as the only other product. Cysteamine (2-mercaptoethylamine) behaved differently; the Michael addition of the primary amine group led to the complete consumption of the dicyanofumarate, and the formation of the disulfide containing an enamine moiety occurred without the formation of dicyanosuccinate.
3,6-Di(pyridin-2-yl)-1,2,4,5-tetrazine (pytz) mediated metal-free mild oxidation of thiols to disulfides in aqueous medium
Samanta, Suvendu,Ray, Shounak,Ghosh, Abhisek Brata,Biswas, Papu
, p. 39356 - 39363 (2016/06/01)
Thiols are efficiently oxidized to disulfides (RSSR) in the presence of 3,6-di(pyridin-2-yl)-1,2,4,5-tetrazine (pytz) in aqueous medium, as well as in the absence of a solvent under mild and metal-free conditions. A broad range of alkyl, aryl and heterocyclic symmetrical disulfides can be easily obtained in almost quantitative yields. The X-ray single crystal structure of 2-aminocyclopent-1-ene-1-carbothioic dithioperoxyanhydride (disulfide obtained from 2-aminocyclopentene-1-dithiocarboxylic acid, ACDA) is reported. The reaction mechanism has been studied thoroughly. It is shown that the reaction proceeds through the formation of an organosulphur radical. Pytz interacts with thiol to accept one electron and produces an organosulphur radical. Pytz ultimately accepts two electrons to form H2pytz and is capable of oxidizing 2 equivalents of thiols.
Organocatalytic visible light induced S-S bond formation for oxidative coupling of thiols to disulfides
Tankam, Theeranon,Poochampa, Kamolrut,Vilaivan, Tirayut,Sukwattanasinitt, Mongkol,Wacharasindhu, Sumrit
, p. 788 - 793 (2016/01/20)
In this work, we developed a visible light induced oxidative coupling of thiols into the corresponding disulfides in a process catalyzed by an inexpensive and non hazardous Rose Bengal dye. Our optimization study revealed that the use of Rose Bengal catal
