92022-45-2Relevant academic research and scientific papers
Metal-free oxidative coupling of alkyl chlorides with thiols: An efficient access to sulfoxides
Liu, Qian,Zhao, Xiaoqian,Xu, Feng,Li, Gaoqiang
supporting information, (2019/12/27)
An efficient and step-economical access to sulfoxides from thiols and alkyl halides in the presence of I2O5 and DBU via direct oxidative couplings is described here. It is the first case that combined Williamson sulfide synthesis and subsequent sulfide oxidation into one step manipulation for sulfoxides preparation. This protocol features wide substrate scope, mild and metal-free conditons, the use of naturally abundant starting materials and avoidance of over-oxidation.
Method of preparing sulfoxide compounds from benzyl chloride compound and thiophenol by one-step reaction in metal free condition
-
Paragraph 0074; 0075; 0076; 0077, (2019/04/06)
The invention discloses a method of preparing sulfoxide compounds from benzyl chloride compound and thiophenol by a one-step reaction in a metal free condition. The method can be used for preparing aseries of sulfoxide compounds in a mild condition by taking benzyl chloride compound and thiophenol as reaction raw materials, iodine pentoxide as an oxidizing agent and 1,8-diazabicycloundecylenic-7-ene as alkali with a high yield. By taking halogenated hydrocarbon and thiol as reactants directly, compared with known and popular methods of generating thioether by halogenated hydrocarbon and thiolunder the action of strong alkali, separating a thioether compound and oxidizing the thioether to synthesize sulfoxide through an oxidizing agent, the reaction steps are shortened to one step from two steps. The middle treatment process of the reaction is few, the atom economy is good, and no transitional metal catalysts take part in the reaction, so that the synthetic cost is low, the reaction condition is mild, and the method opens up a novel and efficient path which is high in atom economy and low in cost for preparing the sulfoxide compounds and has a wide application prospect.
Green route for selective gram-scale oxidation of sulfides using tungstate/triazine-based ionic liquid immobilized on magnetic nanoparticles as a phase-transfer heterogeneous catalyst
Hosseini, Seyed Hassan,Tavakolizadeh, Maryam,Zohreh, Nasrin,Soleyman, Rouhollah
, (2017/09/06)
Tungstate ions were successfully loaded onto triazine-based ionic liquid-functionalized magnetic nanoparticles through an anion exchange process. The use of triazine core for creating ionic liquid led to the immobilization of high amounts of WO4/sub
Post-synthetically modified SBA-15 with NH2-coordinately immobilized iron-oxine: SBA-15/NH2-FeQ3 as a Fenton-like hybrid catalyst for the selective oxidation of organic sulfides
Golchin Hosseini, Habib,Rostamnia, Sadegh
, p. 619 - 627 (2017/12/28)
A new modified SBA-15 meso-material with NH2-coordinately immobilized "iron-oxine" was fabricated by stepwise covalent grafting of -NH2 and then NH2-coordinate immobilization of tris(8-quinolinolato)iron onto the channels of SBA-15. The structural properties and chemical nature of SBA-15/NH2-FeQ3 were characterized by FTIR, scanning electron microscopy (SEM), SEM-EDX/mapping, transmission electron microscopy (TEM), low angle X-ray diffraction (L-XRD), thermal gravimetric analysis (TGA), N2-adsorption-desorption isotherms (BET) and atomic absorption spectroscopy (AAS). A Fenton-like green and eco-friendly procedure for the catalytic oxidation of aromatic organic sulfides to sulfones using H2O2 was investigated for the synthesised Fe/SBA-15 catalyst. This porous catalyst was found to be reusable for ten runs without appreciable change in the activity, or the composition of the catalyst.
Synthesis and characterization of sulfamic acid supported on Fe3O4 nanoparticles: A green, versatile and magnetically separable acidic catalyst for oxidation reactions and Knoevenagel condensation
Shiri, Lotfi,Narimani, Hojatollah,Kazemi, Mosstafa
, (2017/10/06)
Sulfamic acid immobilized on diethylenetriamine functionalized Fe3O4 nanoparticles (SA-DETA-Fe3O4) was successfully prepared and characterized by X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FT-IR), vibrating sample magnetometer (VSM), thermo gravimetric analysis (TGA), X-Ray diffraction (XRD) and scanning electron microscopy (SEM). The sulfamic acid was found as a magnetically separable and highly active catalyst for the oxidative coupling thiols, oxidation of sulfides. Furthermore, the SA-DETA-Fe3O4 showed the high catalytic activity in Knoevenagel condensation of aromatic aldehydes with active methylene compounds (malononitrile and ethyl cynoacetate). The nanosolid catalyst could be easily recovered by a simple magnetic separation and reused for many cycles without deterioration in catalytic activity.
Nondirected Copper-Catalyzed Sulfoxidations of Benzylic C-H Bonds
Yu, Hao,Li, Zhen,Bolm, Carsten
supporting information, p. 2076 - 2079 (2018/04/16)
A copper-catalyzed sulfoxidation of benzylic C-H bonds by nondirected oxidative C(sp3)-H activation was developed. The process proceeds via sulfenate anions, which are generated by base-triggered elimination of β-sulfinyl esters and benzyl radicals. The functional group tolerance is high, and the product yields are good.
Solvent, metal and halogen-free synthesis of sulfoxides by using a recoverable heterogeneous urea-hydrogen peroxide silica-based oxidative catalytic system
Azizi, Mojtaba,Maleki, Ali,Hakimpoor, Farahman
, p. 62 - 65 (2017/06/29)
An efficient and green protocol was used for the selective oxidation of sulfides to sulfoxides by using silica sulfuric acid (SSA) as a recoverable heterogeneous solid acid catalyst in the presence of urea-hydrogen peroxide (UHP) under toxic transition me
A Mild, Efficient and Highly Selective Oxidation of Sulfides to Sulfoxides Catalyzed by Lewis Acid–Urea–Hydrogen Peroxide Complex at Room Temperature
Azizi, Mojtaba,Maleki, Ali,Hakimpoor, Farahman,Ghalavand, Reza,Garavand, Ali
, p. 2173 - 2177 (2017/07/25)
Alkyl and aryl sulfides were oxidized to the corresponding sulfoxides with urea–hydrogen peroxide (UHP) in the presence of FeCl3 as a Lewis acid catalyst under simple and mild reaction conditions. The protocol is efficient and highly selective
Synthesis and characterization of tribenzyl ammonium-tribromide supported on magnetic Fe3O4 nanoparticles: a robust magnetically recoverable catalyst for the oxidative coupling of thiols and oxidation of sulfides
Shiri, Lotfi,Ghorbani-Choghamarani, Arash,Kazemi, Mosstafa
, p. 2707 - 2724 (2017/04/18)
Abstract: Taking into account the principles of green chemistry, magnetic nanoparticles, especially Fe3O4 nanoparticles, open up a new chapter in modern organic synthesis to inset a fascinating, stupendous and efficient catalytic strategy for facilitating catalyst recovery in various chemical reactions. Inspired by this topic, tribenzyl ammonium-tribromide immobilized on magnetic nanoparticles (Fe3O4–TBA-Br3) as a bromine source was successfully synthesized and its catalytic activity in the oxidative coupling of thiols and oxidation of sulfides was investigated. It is the first report on the use of the immobilized bromine source on Fe3O4 nanoparticles as a nanomagnetic recyclable catalyst for the oxidative coupling of thiols. The nanosolid catalyst could be easily recovered by a simple magnetic separation and reused for several cycles without significant degradation in catalytic activity. Graphical Abstract: [Figure not available: see fulltext.]
Synthesis and catalytic study of open metal site metal–organic frameworks of Cu3(BTC)2 microbelts in selective organic sulfide oxidation
Rostamnia, Sadegh,Alamgholiloo, Hassan,Jafari, Maryam,Rookhosh, Rezan,Abbasi, Amir Reza
, p. 954 - 958 (2016/10/18)
The synthesis of open metal site metal–organic frameworks of Cu3(BTC)2 with microbelt morphology and a study of the catalytic oxidation of organic sulfides are reported. This CuBTC was found to be an efficient, selective and waste-fr
