119-80-2Relevant articles and documents
Immobilization of Gd(III) complex on Fe3O4: A novel and recyclable catalyst for synthesis of tetrazole and S–S coupling
Nemati, Mohammad,Tamoradi, Taiebeh,Veisi, Hojat
, p. 75 - 84 (2019)
In the present work, a novel catalysts prepared by the anchoring of Gd(III) complex with OH groups on the surface of Fe3O4 in which characterized by FT-IR, TGA, XRD, EDX, VSM, and ICP-OES techniques and tested in the synthesis of tetrazoles and S–S coupling. This designed methods indicated several advantages including easily recovered from the reaction mixture by magnetic field, several consecutive cycles without noticeable change in its catalytic activity, the use of green solvent, the use of aspartic acid as green ligand, chemical and physical stability of obtained catalyst, short time reaction and good to excellent isolated yields of all product. Also, up to date, Gd(III) complex don't used for the synthesis of tetrazoles and S–S coupling.
Synthesis and characterization of indium and thallium immobilized on isonicotinamide-functionalized mesoporous MCM-41: Two novel and highly active heterogeneous catalysts for selective oxidation of sulfides and thiols to their corresponding sulfoxides and disulfides
Molaei, Somayeh,Ghadermazi, Mohammad
, (2019)
Two highly ordered isonicotinamide (INA)-functionalized mesoporous MCM-41 materials supporting indium and thallium (MCM-41-INA-In and MCM-41-INA-Tl) have been developed using a covalent grafting method. A surface functionalization method has been applied to prepare Cl-modified mesoporous MCM-41 material. Condensation of this Cl-functionalized MCM-41 with INA leads to the formation of MCM-41-INA. The reaction of MCM-41-INA with In(NO3)3 or Tl(NO3)3 leads to the formation of MCM-41-INA-In and MCM-41-INA-Tl catalysts. The resulting materials were characterized using various techniques. These MCM-41-INA-In and MCM-41-INA-Tl catalysts show excellent catalytic performance in the selective oxidation of sulfides and thiols to their corresponding sulfoxides and disulfides. Finally, it is found that the anchored indium and thallium do not leach out from the surface of the mesoporous catalysts during reaction and the catalysts can be reused for seven repeat reaction runs without considerable loss of catalytic performance.
N-unsubstituted sulfenamides by electrophilic amination of mercapto compounds
Andreae, Siegfried
, p. 152 - 158 (1997)
Potential mercapto compounds derived from electron deficient heterocycles as 2- and 4-thiouracils, pyridines and pyridine-1-oxide are animated by the oxaziridine 1 to new sulfenamides (6, 9, 11 and 15 or the isothiazolo-pyridine 14) which add to phenylisocyanates forming sulfenylureas (7, 10, 12 and 16). Several other mercapto compounds gave disulfides. Attempts of oxidation of the sulfenamides and the sulfenylureas were unsuccessful. The methylmercapto compound 19 after amination was hydrolyzed to the sulfoxide 20. Johann Ambrosius Barth 1997.
Fe3O4@MCM-41@Zn-Arg: as a novel, magnetically recoverable and ecofriendly nanocatalyst for the synthesis of disulfides, sulfoxides and 2,3-dihydroquinazolin?4(1H)?ones
Nikoorazm, Mohsen,Erfani, Zahra
, p. 642 - 655 (2020)
The direct supporting of Zn-arginine complex on magnetic core-shell nanostructures (Fe3O4@MCM-41@Zn-Arg) was reported as a novel, heterogeneous and excellent nanocatalyst, which applied for the oxidation reaction of sulfides to sulfoxides, oxidative coupling of thiols to their corresponding disulfides and the synthesis of 2,3-dihydroquinazolin-4(1H)-one derivatives under mild conditions. The structure of the catalyst was studied by X-Ray diffraction, Fourier transform-infrared spectroscopy, thermogravimetric analysis, scanning electron microscopy, atomic absorption spectroscopy, and vibrating sample magnetometry techniques. The simple experimental procedure, very good catalytic activity, low cost, and excellent recycling are the noteworthy features of the currently employed heterogeneous catalytic system.
Reactions of benzo and dibenzo derivatives of five-membered aromatic heterocycles with ozone in the liquid phase
Andreev
, p. 497 - 502 (2015)
The ozonation reactions of benzo and dibenzo derivatives of pyrrole, furan, and thiophene in acetic acid solution have been studied. Peroxide compounds have been detected as the products. The mechanism of ozone interaction with these hetarenes has been proposed. The kinetics of ozonolytic reactions of benzologues of five-membered aromatic heterocycles (hetarenes) have been investigated. The reaction of ozone with the hetarenes obeys the bimolecular rate law and has the first order in each reactant. The effective rate constants and experimental stoichiometric coefficients for ozone have been found.
Metal-free oxidative coupling of thiols to disulfides using guanidinium nitrate or nitro urea in the presence of silica sulfuric acid
Ghorbani-Choghamarani, Arash,Nikoorazm, Mohsen,Goudarziafshar, Hamid,Shokr, Alireza,Almasi, Hosein
, p. 453 - 457 (2011)
Efficient combination of nitro urea or guanidinium nitrate and silica sulfuric acid (SiO2OSO3H) as a new oxidizing system is able to oxidize a variety of aliphatic or aromatic thiols to the corresponding disulfides. The process reported here is operationally simple, environmentally benign and reactions have been mildly and heterogeneously performed in dichloromethane at room temperature. Indian Academy of Sciences.
Reactions of 3,5-di-tert-butyl-1,2-benzoquinone with mercapto carboxylic acids
Ukhin, L. Yu.,Suponitsky, K. Yu.,Shepelenko,Belousova,Alekseenko,Borodkin,Etmetchenko
, (2016)
Heating of an equimolar mixture of 3,5-di-tert-butyl-1,2-benzoquinone with thiosalicylic acid led to 2-[(4,6-di-tert-butyl-2,3-dihydroxyphenyl)thio]benzoic acid. In the case of β-mercaptopropionic acid, 2-[(4,6-di-tert-butyl-2,3-dihydroxyphenyl)thio]propi
Ni-SMTU@boehmite: As an efficient and recyclable nanocatalyst for oxidation reactions
Ghorbani-Choghamarani, Arash,Moradi, Parisa,Tahmasbi, Bahman
, p. 56458 - 56466 (2016)
Boehmite nanoparticles were prepared via a simple and inexpensive procedure in water using commercially available materials, and furthermore a novel type of recoverable nanocatalyst was prepared via immobilization of the S-methylisothiourea complex of nickel on the surface of boehmite nanoparticles (Ni-SMTU@boehmite). This organometallic catalyst was characterized by FT-IR spectroscopy, TGA, XRD, ICP-OES, EDS and SEM techniques. Ni-SMTU@boehmite was applied as an efficient, recoverable and stable heterogeneous organometallic catalyst for the selective oxidation of sulfides to sulfoxides and oxidative coupling of thiols to corresponding disulfides. Metal leaching and heterogeneity test of this catalyst was examined by the ICP-OES technique, which showed that this catalyst can be recovered and reused for several times without significant loss of its catalytic efficiency or nickel leaching.
An efficient clean methodology for the C-S coupling to aryl thioethers and S-S homocoupling to aromatic disulfides catalyzed over a Ce(IV)-leucine complex immobilized on mesoporous MCM-41
Veisi, Hojat,Tamoradi, Taibeh,Karmakar, Bikash
, p. 10343 - 10351 (2019)
A novel Ce(iv)-anchored l-leucine covalently bonded to mesoporous MCM-41 has been synthesized by a non-hydrothermal post-functionalization approach. It has been thoroughly characterized by sophisticated physicochemical techniques. The material was applied in the efficient green synthesis of aromatic sulfides by C-S coupling using molecular sulfur and haloarenes. Another catalytic application was in the synthesis of symmetric disulfides by the homocoupling of aromatic thiols in the presence of H2O2 as an oxidant. The ligand-free protocol is simple, clean and free from hazardous chemicals. Moreover, the catalyst is reusable for several times, thus making the methodology sustainably viable.
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Weil,Anderson
, p. 5567,5570 (1965)
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Oxidative coupling of thiols in solution and under solvent-free conditions
Shirini, Farhad,Zolfigol, Mohammad A.,Khaleghi, Mahroo
, p. 34 - 35 (2004)
A mild and efficient method for the oxidative coupling of thiols by ammonium dichromate in the presence of silica chloride and wet SiO2 in solution and under solvent free conditions is reported.
Synthesis of hierarchical mesoporous Mn-MFi zeolite nanoparticles: A unique architecture of heterogeneous catalyst for the aerobic oxidation of thiols to disulfides
Patra, Astam K.,Dutta, Arghya,Pramanik, Malay,Nandi, Mahasweta,Uyama, Hiroshi,Bhaumik, Asim
, p. 220 - 229 (2014)
An efficient procedure for aerobic oxidation of thiols to disulfides catalyzed by new self-assembled hierarchical mesoporous Mn-MFI in the presence of air under solvent-free conditions as well as in aqueous medium is reported. The mesoporosity and Mn4+ loading, together with a highly crystalline microporous pore wall structure of the MFI framework were achieved through a newly designed hydrothermal process. This hydrothermal approach leads to hierarchical self-assembled mesoporous zeolite structures through isomorphous substitution of Si by Mn and Al. It is shown that Mn-containing mesoporous zeolites are capable to form disulfide bonds from thiols in the presence of air. The zeolitic materials were characterized by XRD, field-emission scanning electron microscopy, high-resolution TEM, X-ray photoelectron spectroscopy, 29Si NMR, 27Al NMR, and EPR spectroscopy, as well as AAS analysis and N2 sorption studies. N2 sorption analysis revealed high surface areas and narrow pore size distributions (1.2-6.0 nm) for different samples. The mesoporous Mn-ZSM-5 acted as an efficient heterogeneous catalyst with maximum catalytic activity in the benzenethiol conversion to diphenyldithiol. Copyright
Synthesis and Characterization of Magnetic Functionalized Ni and Cu Nano Catalysts and Their Application in Oxidation, Oxidative Coupling and Various Multi-Component Reactions
Hajjami, Maryam,Sheikhaei, Shiva,Gholamian, Fatemeh,Yousofvand, Zakieh
, p. 2420 - 2435 (2021/01/04)
Abstract: Two magnetic nano catalysts of nickel and copper, Fe3O4@SiO2@DOP-BenPyr-M(II), (M=Ni and Cu) have been synthesized. These catalysts were applied as recoverable, efficient and new heterogeneous catalysts for the high yielding and room temperature one-pot procedure of selective oxidation of sulfides to sulfoxides and oxidative coupling of thiols to disulfides. In addition, the catalytic activity of Fe3O4@SiO2@DOP-BenPyr-Ni(II) was investigated as heterogeneous nanocatalyst for synthesis of 2,3-dihydroquinazolin-4(1H)-ones, 5-substituted 1H-tetrazoles and polyhydroquinolines. The synthesized catalysts were characterized by FT-IR, TGA, XRD, VSM, EDX, ICP and SEM techniques. These catalysts were recovered by an external magnet and reused several times without significant loss of catalytic efficiency. Graphic Abstract: [Figure not available: see fulltext.]
Copper based on diaminonaphthalene-coated magnetic nanoparticles as robust catalysts for catalytic oxidation reactions and C-S cross-coupling reactions
Yarmohammadi, Nasrin,Ghadermazi, Mohammad,Mozafari, Roya
, p. 9366 - 9380 (2021/03/16)
In this work, the immobilization of copper(ii) on the surface of 1,8-diaminonaphthalene (DAN)-coated magnetic nanoparticles provides a highly active catalyst for the oxidation reaction of sulfides to sulfoxides and the oxidative coupling of thiols to disulfides using hydrogen peroxide (H2O2). This catalyst was also applied for the one-pot synthesis of symmetrical sulfidesviathe reaction of aryl halides with thiourea as the sulfur source in the presence of NaOH instead of former strongly basic and harsh reaction conditions. Under optimum conditions, the synthesis yields of sulfoxides, symmetrical sulfides, and disulfides were about 99%, 95%, and 96% respectively with highest selectivity. The heterogeneous copper-based catalyst has advantages such as the easy recyclability of the catalyst, the easy separation of the product and the less wastage of products during the separation of the catalyst. This heterogeneous nanocatalyst was characterized by FESEM, FT-IR, VSM, XRD, EDX, ICP and TGA. Furthermore, the recycled catalyst can be reused for several runs and is economically effective.
