139696-89-2Relevant academic research and scientific papers
Electrochemical oxidations of thioethers: Modulation of oxidation potential using a hydrogen bonding network
Liu, Shiwen,Chen, Bocheng,Yang, Yi,Yang, Yuhao,Chen, Qianjin,Zeng, Xiaojun,Xu, Bo
, (2019/11/28)
A highly efficient chemo-selective electrochemical oxidation of thioethers to sulfoxides and sulfones was developed. The hydrogen bonding network generated from hexafluoro-2-propanol (HFIP) and acetic acid (AcOH) plays an important role in the modulation of oxidation potential. The hydrogen bonding network complexes strongly with the sulfoxide, making it less prone to further oxidation. Therefore, thioethers can be selectively electrochemically oxidized to sulfoxides and over-oxidization could be minimized. Moreover, this modulation of oxidization via hydrogen bonding was supported by density functional theory (DFT) calculations and cyclic voltammetry experiments.
Electrochemical synthesis of methyl sulfoxides from thiophenols/thiols and dimethyl sulfoxide
Du, Ke-Si,Huang, Jing-Mei
supporting information, p. 1405 - 1411 (2018/03/27)
A new route for a one-pot synthesis of methyl sulfoxides from thiophenols/thiols and dimethyl sulfoxide using an electrochemical technique was developed. This protocol proceeded smoothly by employing electrons and hydrogen peroxide as clean oxidants, and a wide range of aromatic and aliphatic sulfoxides were synthesized in moderate to good yields.
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.
Supramolecular Activation of Hydrogen Peroxide in the Selective Sulfoxidation of Thioethers by a Self-Assembled Hexameric Capsule
La Sorella, Giorgio,Sperni, Laura,Strukul, Giorgio,Scarso, Alessandro
, p. 3443 - 3449 (2016/11/13)
An efficient metal-free organocatalytic activation of hydrogen peroxide (H2O2) towards thioethers leading to the corresponding sulfoxides in high yields at room temperature within hours was promoted by the hexameric capsule formed by
Flavin-catalyzed aerobic oxidation of sulfides and thiols with formic acid/triethylamine
Murahashi, Shun-Ichi,Zhang, Dazhi,Iida, Hiroki,Miyawaki, Toshio,Uenaka, Masaaki,Murano, Kenji,Meguro, Kanji
supporting information, p. 10295 - 10298 (2014/08/18)
An efficient and practical catalytic method for the aerobic oxidative transformation of sulfides into sulfoxides, and thiols into disulfides with formic acid/TEA in the presence of a new, readily available, and stable flavin catalyst 5d is described. This journal is the Partner Organisations 2014.
Oxidation of organic sulfides by imidazolium fluorochromate: A kinetic and mechanistic approach
Mathur, Lokesh,Choudhary,Prakash, Om,Sharma, Pradeep K.
, p. 2597 - 2603 (2014/06/09)
The oxidation of organic sulfides by imidazolium fluorochromate resulted in the formation of the corresponding sulfoxides. The reaction is first order with respect to imidazolium fluorochromate. A Michaelis-Menten type kinetics was observed with respect t
Oxidation of organic sulfides by tetraethylammonium chlorochromate: A kinetic and mechanistic study
Sharma, Deepika,Pancharia,Vadera,Sharma, Pradeep K.
experimental part, p. 315 - 326 (2012/01/04)
The oxidation of organic sulfides by tetraethylammonium chlorochromate (TEACC) resulted in the formation of the corresponding sulfoxides. The reaction is first order with respect to both TEACC and the sulfide. The reaction is catalyzed by toluene-p-sulfon
Kinetics and mechanism of the oxidation of organic sulfides with bis(pyridine)silver permanganate
Banerji, Jayshree,Banerji,Kotai, Laszlo,Sharma, Deepika,Sharma, Pradeep K.
scheme or table, p. 1879 - 1886 (2012/04/04)
The oxidation of organic sulfides by bis(pyridine)silver permanganate (BPSP) resulted in the formation of the corresponding sulfoxides. The reaction is first order with respect to both BPSP and sulfides. The reaction is catalysed by hydrogen ions. The rat
Kinetics and mechanism of the oxidation of some organic sulfides by morpholinium chlorochromate
Malani, Neha,Baghmar, Manju,Sharma, Pradeep K.
experimental part, p. 65 - 72 (2009/04/07)
The oxidation of organic sulfides by morpholinium chlorochromate (MCC) resulted in the formation of the corresponding sulfoxides. The reaction is first order with respect to both MCC and the sulfide. The reaction is catalyzed by toluene-p-sulfonic acid (T
Kinetics and mechanism of the oxidation of organic sulphides by quinolinium bromochromate
Dhariwal, Varsha,Yajurvedi, Deeksha,Sharma, Pradeep K.
, p. 1158 - 1164 (2007/10/03)
The oxidation of thirty-four sulphides by quinolinium bromochromate (QBC) has been found to result in the formation of the corresponding sulphoxides. The reaction is first order with respect to both QBC and the sulphide. The reaction is catalysed by hydro
