75736-88-8Relevant academic research and scientific papers
Palladium-Catalyzed Sulfinylation of Aryl- And Alkenylborons with Sulfinate Esters
Hosoya, Takamitsu,Kanemoto, Kazuya,Nakamura, Yu,Suzuki, Minori,Yoshida, Suguru
supporting information, p. 3793 - 3797 (2021/05/29)
An efficient, direct sulfinylation of organoborons catalyzed by palladium is disclosed. Treatment of organoborons and sulfinate esters in the presence of a palladium precatalyst provided a broad range of sulfoxides. Various organosulfur compounds having oxidizable functional groups were successfully prepared through the sulfoxide synthesis.
TMSOTf-Promoted Sulfinylation of Electron-Rich Aromatics with Sodium Arylsulfinates
Ji, Yuan-Zhao,Li, Hui-Jing,Wu, Yan-Chao,Xie, Li-Jun,Yang, Hao-Ran,Zhang, Zheng-Yan
supporting information, p. 349 - 354 (2020/02/27)
A new transition-metal-free route for the direct sulfinylation of electron-rich aromatics with sodium arylsulfinates in the presence of TMSOTf is reported. Various electron-rich aromatics, including pyrroles, thiophenes, indoles, and electron-rich arenes, with sodium arylsulfinates are converted into the corresponding sulfoxides in moderate to excellent yields. This protocol possesses many advantages such as readily available and stable starting materials, broad substrate scopes, and transition-metal-free reaction conditions.
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.
Desulfurization of Diaryl(heteroaryl) Sulfoxides with Benzyne
Chen, De-Li,Sun, Yan,Chen, Mengyuan,Li, Xiaojin,Zhang, Lei,Huang, Xin,Bai, Yihui,Luo, Fang,Peng, Bo
supporting information, (2019/06/13)
Two benzyne-enabled desulfurization reactions have been demonstrated which convert diaryl sulfoxides and heteroaryl sulfoxides to biaryls and desulfurized heteroarenes, respectively. The reaction accessing biaryls tolerates a variety of functional groups, such as halides, pseudohalides, and carbonyls. Mechanistic studies reveal that both reactions proceed via a common assembly process but divergent disassemblies of the generated tetraaryl(heteroaryl) sulfuranes.
Catalyst-free visible-light-initiated oxidative coupling of aryldiazo sulfones with thiols leading to unsymmetrical sulfoxides in air
Liu, Qishun,Wang, Leilei,Yue, Huilan,Li, Jiang-Sheng,Luo, Zidan,Wei, Wei
supporting information, p. 1609 - 1613 (2019/04/08)
A facile and efficient visible-light-driven method has been developed to construct sulfoxides via oxidative coupling of aryldiazo sulfones with thiols using the O2 in air as the oxidant. This reaction could be performed at room temperature under catalyst- and additive-free conditions. The present methodology offers a mild and environmentally benign approach to obtain a library of sulfoxides in good yields with favorable functional group tolerance.
Method for preparing visible light promoted asymmetric sulfoxide compound
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Paragraph 0035; 0036, (2019/06/11)
The invention belongs to the field of organic synthetic chemistry, particularly relates to a preparation method of an asymmetric sulfoxide compound, and particularly discloses a method for synthesizing the asymmetric sulfoxide compound based on visible light catalysis. A compound shown in the formula I and a compound shown in the formula II are added to a reactor, a mixture of an organic solvent and water is added as a reaction solvent, the reactor is connected to air, under the irradiation of visible light, a reaction at a room temperature is performed for 16-40 hours; and after a detection reaction of a TLC thin layer chromatography plate is completed, pure water is added, then the extraction is performed, extract liquid is combined and dried, the extract liquid is concentrated and purified to obtain a compound shown in the formula III, and the compound is the asymmetric sulfoxide compound. The reaction conditions are mild, energy is clean, a strong oxidant is not needed, the safetyof the reaction is improved, the pollution caused by using a metal reagent is avoided, and the reaction cost is saved.
Visible-Light-Driven Silver-Catalyzed One-Pot Approach: A Selective Synthesis of Diaryl Sulfoxides and Diaryl Sulfones
Kim, Dong Hyuk,Lee, Juyoung,Lee, Anna
supporting information, p. 764 - 767 (2018/02/09)
An efficient one-pot approach for the synthesis of diaryl sulfoxides and diaryl sulfones using aryl thiols and aryl diazonium salts was developed. The use of a visible-light-driven silver catalysis and the subsequent singlet-oxygen-induced oxidation enabled selective synthesis of sulfoxides and sulfones in the absence of a photocatalyst. The reactions were carried out under mild reaction conditions; the desired products were obtained under air atmosphere at room temperature.
