7726-20-7Relevant academic research and scientific papers
Selective oxidation of bulky organic sulphides over layered titanosilicate catalysts
P?ech, Jan,Morris, Russell E.,?ejka, Ji?í
, p. 2775 - 2786 (2016)
Selective oxidation of sulphides is a straightforward method of preparation of organic sulphoxides and sulphones, which are important chemical intermediates and building blocks of pharmaceuticals and agrochemicals. Oxidation of methylphenyl sulphide (MPS), diphenyl sulphide (Ph2S), and dibenzothiophene (DBTH) over lamellar titanosilicate catalysts with the MFI and UTL-derived topology was investigated with hydrogen peroxide as the oxidant. Lamellar titanosilicates combine the advantages of crystalline zeolites and mesoporous molecular sieves due to accessible active sites located on the external surface of their layers. The selectivity of the MPS oxidation to methylphenyl sulphoxide is driven by the diffusion restrictions in the catalyst. A methylphenyl sulphoxide selectivity of 95% at 40% conversion was achieved using the Ti-IPC-1-PI catalyst together with an outstanding TONtot = 1418 after 30 min. The selectivity can be adjusted also by dosing of the oxidant to keep its concentration low during the reaction. The silica-titania pillared TS-1-PITi catalyst showed the highest potential of the tested catalysts in oxidative desulphuration, easily oxidising the DBTH to dibenzothiothene sulphone.
Efficient synthesis of aliphatic sulfones by Mg mediated coupling reactions of sulfonyl chlorides and aliphatic halides
Fu, Ying,Xu, Qin-Shan,Li, Quan-Zhou,Du, Zhengyin,Wang, Ke-Hu,Huang, Danfeng,Hu, Yulai
supporting information, p. 2841 - 2845 (2017/04/03)
Sulfonyl chlorides were reduced to anhydrous sulfinate salts with magnesium under sonication. These sulfinates were alkylated to sulfones with alkyl chlorides in the presence of catalytic sodium iodide under sonication. A variety of aliphatic sulfones was efficiently prepared by this one-pot two-step procedure.
Selective hydrogen peroxide oxidation of sulfides to sulfoxides or sulfones with MWW-type titanosilicate zeolite catalyst under organic solvent-free conditions
Kon, Yoshihiro,Yokoi, Toshiyuki,Yoshioka, Masato,Tanaka, Shinji,Uesaka, Yumiko,Mochizuki, Takehisa,Sato, Kazuhiko,Tatsumi, Takashi
, p. 7584 - 7592 (2014/12/10)
Selective oxidation of sulfides to sulfoxides and sulfones with hydrogen peroxide under organic solvent-free conditions was demonstrated by the MWW-type titanosilicate zeolite catalyst. Sulfides were oxidized smoothly to give sulfoxides with good selectivities at ambient temperature using 1.0-1.2 equiv of hydrogen peroxide with the MWW-type titanosilicate zeolite catalyst. Especially, the Ti-MWW with an interlayer-expanded structure (Ti-IEZ-MWW) catalyst showed high activity with good chemoselectivity for the oxidation of various sulfides. The catalyst is recyclable for at least five cycles, and the only byproduct is water. Sulfides were directly oxidized to give sulfones in high yields by 2.5 equiv of hydrogen peroxide with the MWW-type titanosilicate zeolite catalyst under organic solvent-free conditions.
Selective oxidation of bulky sulfides to sulfoxides over titanosilicates having an MWW structure in the presence of H2O2 under organic solvent-free conditions
Kon, Yoshihiro,Yokoi, Toshiyuki,Yoshioka, Masato,Uesaka, Yumiko,Kujira, Harumi,Sato, Kazuhiko,Tatsumi, Takashi
supporting information, p. 4918 - 4921 (2013/09/02)
A selective hydrogen peroxide oxidation of sulfides to sulfoxides using Ti-MWW and Ti-IEZ-MWW catalysts was developed. This reaction was carried out under organic solvent-free conditions, and the only side-product was water. Improvement of catalytic activity toward bulky sulfides will be achieved by optimization of the topology in the Ti zeolite.
Selective oxidation of sulfides and olefins by a manganese (III) complex containing an N,O-type bidentate oxazine ligand
Amini, Mojtaba,Bagherzadeh, Mojtaba,Moradi-Shoeili, Zeinab,Boghaei, Davar M.,Ellern, Arkady,Woo, L. Keith
, p. 464 - 472 (2013/08/24)
A new manganese(III) complex [(N-O)2Mn(OAc)] was synthesized using 2-(2'-hydroxyphenyl)-5,6-dihydro-1,3-oxazine (N-O) as a bidentate O, N donor. The complex has been characterized by elemental analysis, IR, UV-vis spectroscopy, and X-ray structure analysis. Oxidation of sulfides and epoxidation of olefins, respectively, to their corresponding sulfoxides and epoxides were conducted by this catalyst using urea hydrogen peroxide as oxidant at room temperature under air. The catalyst is efficient in oxidation reactions giving high yields and selectivities.
1,2-dibromotetrachloroethane: An ozone-friendly reagent for the in situ Ramberga-Baecklund rearrangement and its use in the formal synthesis of E-resveratrol
Soiderman, Stefan C.,Schwan, Adrian L.
, p. 10978 - 10984 (2013/02/23)
Dibromotetrachloroethane (C2Br2Cl4) is demonstrated as a halogenating reagent for the one-pot conversion of sulfones to alkenes by way of the Ramberga-Baecklund rearrangement. Dibromotetrachloroethane successfully replaces known ozone depleting agents CCl4, CBr2F2 and C2Br 2F4. A formal synthesis of E-resveratrol is demonstrated using C2Br2Cl4.
Potassium permanganate oxidation of organic compounds
Shaabani, Ahmad,Tavasoli-Rad, Farahnaz,Lee, Donald G.
, p. 571 - 580 (2007/10/03)
It has been discovered that potassium permanganate is an effective heterogeneous oxidant, even without resorting to the use of a solid support, if acetonitrile is employed as the solvent. Primary benzylic and secondary alcohols are converted to the corresponding aldehydes and ketones, alkyl arenes are oxidized to the corresponding α-ketones in good yields using this procedure, and both alkyl and aryl sulfides are smoothly converted to the corresponding sulfones, also in excellent yields. When methylene chloride is used as the solvent, instead of acetonitile, the yields of aldehydes, ketones, α-ketones, and sulfones are reduced. However, the oxidation of thiols to disulfides proceeds satisfactorily when methylene chloride is the solvent.
Green oxidations. The use of potassium permanganate supported on manganese dioxide
Shaabani, Ahmad,Mirzaei, Peiman,Naderi, Soheila,Lee, Donald G.
, p. 11415 - 11420 (2007/10/03)
Permanganate supported on active manganese dioxide can be used effectively for the oxidation of organic compounds under heterogeneous or solvent-free conditions. The residue that remains after extraction of the organic products, manganese dioxide, can be recycled, making the process infinitely sustainable, in theory. The use of this approach for the oxidation of arenes, alcohols and sulfides is described. Graphical Abstract.
Oxidation of organic compounds by potassium permanganate supported on montmorillonite K10
Shaabani, Ahmad,Bazgir, Ayoob,Lee, Donald G.
, p. 3595 - 3607 (2007/10/03)
The oxidation of organic compounds by potassium permanganate supported on Montmorillonite K10 has been studied under solvent-free conditions and the results compared with those from corresponding reactions where the reductants are dissolved in methylene chloride. Under both sets of conditions, primary benzylic and secondary alcohols are converted to aldehydes and ketones respectively, sulfides are oxidized to sulfones, and thiols undergo oxidative coupling to give disulfides. Surprisingly, reaction times under solvent-free conditions are shorter than those observed when the reductants are dissolved in a solvent.
Ion exchange catalysis in oxidation of organic compounds with KMnO4
Shaabani, Ahmad,Teimouri, Fatemeh,Lee, Donald G.
, p. 1057 - 1065 (2007/10/03)
The oxidation of organic compounds under ion exchange resin (IER) catalysis by KMnO4 has been studied in CH2Cl2 under reflux conditions. Secondary aliphatic and aromatic alcohols are converted to ketones, alkyl arenes and sulfides oxidized to corresponding ketones and sulfones, respectively, and thiols undergo oxidative coupling reactions to give disulfides. The experimental procedure is simple and products are easily isolated in good yields.
