126-33-0Relevant articles and documents
A mild, efficient and selective oxidation of sulfides to sulfoxides
Fraile, Jose M.,Garcia, Jose I.,Lazaro, Beatriz,Mayoral, Jose A.
, p. 1807 - 1808 (1998)
Several titanium derivatives supported on silica have been investigated as catalysts in the sulfide→sulfoxide oxidation; the supported titanium/tartaric acid catalyst is highly suited to reactions carried out with H2O2, leading to high yields and high sulfoxide/sulfone selectivities, while small asymmetric inductions (up to 13%) are observed.
A Simple Metal Free Oxidation of Sulfide Compounds
Wagh, Ravindra B.,Nagarkar, Jayashree M.
, p. 181 - 187 (2017)
Abstract: This work reports simple, efficient, selective protocol for the oxidation of sulfide compounds. Various sulfides were selectively and completely converted into their corresponding sulfoxides and sulfones using H2O2as an oxidant in presence of catalytic amount of caprylic acid. The reaction proceeds at room temperature to give sulfoxide and by increasing the reaction temperature to 50 °C, this system provides selective formation of sulfone with high conversion and excellent yields. Green, convenient, easy work-up, chemoselectivity, broad substrate scope and regeneration of catalyst are the important highlights of this protocol. Graphical Abstract: [Figure not available: see fulltext.] Using H2O2as an oxidant in presence of catalytic amount of caprylic acid various sulfides were selectively and completely converted into their corresponding sulfoxides and sulfones.
Green oxidations. Manganese(II) sulfate aided oxidations of organic compounds by potassium permanganate
Shaabani, Ahmad,Rahmati, Abbas,Sharifi, Masoumeh,Rad, Jafar Mogimi,Aghaaliakbari, Behnaz,Farhangi, Elham,Lee, Donald G.
, p. 649 - 651 (2007)
The oxidation of arenes and sulfides by potassium permanganate was accomplished in good yields under solvent free and heterogeneous conditions when manganese(II) sulfate is used as a solid support. After extraction of the organic products, the inorganic products can be reoxidized to permanganate. This result is important because it provides an approach to oxidation reactions that is, in theory, infinitely sustainable. Springer-Verlag 2007.
Onium Ions. 27. Oxidation of Sulfoxides to Sulfones with Nitronium Salts
Olah, George A.,Gupta, B. G. Balaram
, p. 3585 - 3587 (1983)
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Jordan,Kipnis
, p. 2635 (1949)
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A highly efficient, green, rapid, and chemoselective oxidation of sulfides using hydrogen peroxide and boric acid as the catalyst under solvent-free conditions
Rostami, Amin,Akradi, Jamal
, p. 3501 - 3503 (2010)
We report boric acid as a highly efficient and eco-friendly catalyst for the selective oxidation of sulfides to sulfoxides or sulfones, in excellent yields under solvent-free conditions, using 30% hydrogen peroxide as an oxidant. Various sulfides possessing functional groups such as alcohol, ester, and aldehyde are successfully and selectively oxidized without affecting sensitive functionalities.
Fast and efficient oxidation of sulfides to sulfones with N,N′-dibenzyl-N,N,N′,N′-tetramethyl diammonium permanganate
Lakouraj,Tajbakhsh,Tashakkorian,Ghodrati
, p. 485 - 490 (2007)
Selective oxidation of sulfides to sulfones was developed using N,N′-dibenzyl-N,N,N′,N′-tetramethylethylene diammonium permanganate. A variety of aromatic and aliphatic sulfides were oxidized to the corresponding sulfones immediately in excellent yields at r.t. Copyright Taylor & Francis Group, LLC.
A Convenient Synthesis of Sulfones by the Oxone Oxidation of Sulfides in an Protic Solvent in the Presence of Clay Minerals
Hirano, Masao,Tomaru, Jun-ichirou,Morimoto, Takashi
, p. 3752 - 3754 (1991)
The title oxidation in dichloromethane in the presence of ''wet''-montmorillonite and -kaolin afforded the corresponding sulfones in excellent to almost quantitative yield under neutral and mild conditions.
Surface decorated magnetic nanoparticles with Mn-porphyrin as an effective catalyst for oxidation of sulfides
Shokoohi, Saeedeh,Rayati, Saeed
, p. 8 - 18 (2021/07/19)
Mn-porphyrin complex was anchored coordinatively to silica-coated surface of magnetic nanoparticles (SMNP). Afterward, a heterogeneous nanocatalyst (Fe3O4@SiO2-MnTCPP) has been characterized by Fourier transform infrared (FT-IR), ultraviolet-visible (UV-vis) spectroscopy, powder X-ray diffraction (XRD), scanning electron microscopy (SEM), vibrating sample magnetometry (VSM), thermogravimetric analysis (TGA), and transmission electron microscope (TEM). A thermal stability up to around 350°C was verified for prepared nanocatalyst based on thermogravimetric analysis. Finally, the catalytic performance of magnetically recoverable Mn-catalyst was exploited in the green oxidation of different sulfides with urea hydrogen peroxide (UHP) in the presence of imidazole as co-catalyst in ethanol under heterogeneous conditions. The eco-friendly property of ethanol strongly induced us to employ it as the reaction solvent in this oxidation system. Complete conversion (≥99) of sulfides to the corresponding sulfoxide or sulfones was obtained for ethyl phenyl sulfide, phenyl vinyl sulfide, diallyl sulfide, thiocyanatoethane, 2-ethyl mercaptoethanol and tetrahydrothiophene. Moreover, the recovered catalysts keep constant conversion yield up to at least three cycles.
Highly efficient and selective aqueous aerobic oxidation of sulfides to sulfoxides or sulfones catalyzed by tungstate-functionalized nanomaterial
Luque, Rafael,Rajabi, Fatemeh,Vessally, Esmail,Voskressensky, Leonid
, (2021/10/08)
A Br?nsted acidic ionic solid comrising tungstate-functionaized polyorganosiloxane framework (PMO-IL-WO42?) efficiently catalysed aerobic oxidation of sulfides in aqueous medium. The catalyst can selectively produce sulfoxides or sulfones by running the reaction at room temperature or 50 °C, respectively. Because of the ionic liquid-based charged surface containing hydrophobic organic functional groups and hydrophilic sulfonic acid group, the synergestic hydrophobic/hydrophilic and redox effect of PMO-IL-WO42- as water-friendly interfacial nanocatalyst simplifies and enhances the activity and selectivity toward the target sulfoxides or sulfones in water. Moreover, the PMO-IL-WO42- nanocatalyst exhibited outstanding stability and activity and can be recycled eight reaction runs without any significant activity and selectivity loss.
Modulation of photochemical oxidation of thioethers to sulfoxides or sulfones using an aromatic ketone as the photocatalyst
Zhao, Bin,Hammond, Gerald B.,Xu, Bo
supporting information, (2021/09/13)
We have developed an eco-friendly and chemo-selective photocatalytic synthesis of sulfoxides or sulfones via oxidation of sulfides (thioethers) at ambient temperature using air or O2 as the oxidant. An inexpensive thioxanthone was used as the photocatalyst. Our method offers excellent chemical yields and good functional group tolerance. The hydrogen bonding between hexafluoro-2-propanol (HFIP) and sulfoxides may play an important role in minimizing the over-oxidization of sulfoxides.