10381-41-6Relevant academic research and scientific papers
Visible-light photocatalytic aerobic oxidation of sulfides to sulfoxides with a perylene diimide photocatalyst
Gao, Yueying,Xu, Huan,Zhang, Shiwei,Zhang, Yan,Tang, Chunlei,Fan, Weizheng
, p. 7144 - 7149 (2019)
Photosensitized oxygenation has been recognised as a modern method of incorporating oxygen into a substrate, as it offers environmentally benign alternatives to several conventional synthetic procedures. A metal-free aerobic selective sulfoxidation photos
Aryl sulfoxides from aliyi sulfoxides via [2,3]-sigmatropic rearrangement and domino Pd-catalyzed generation/ arylation of sulfenate anions
Bernoud, Ellse,Le Duc, Gaetan,Bantrell, Xavier,Prestat, Guillaume,Madec, David,Poll, Giovanni
, p. 320 - 323 (2010)
(Figure presented) Allylic sulfoxides, via [2,3]-sigmatropic rearrangement and oxidative addition of the resulting allylic sulfonate esters to Pd(0), are found to be excellent precursors of sulfenate anions. This hitherto unknown reactivity is applied in a new Pd(0)-catalyzed domino sequence involving sulfonate anion generation followed by arylation to afford aryl sulfoxides.
Selective Synthesis of Diaryl Sulfoxides and m-Arylthio Sulfones from Arylsulfinic Acids and Arenes via BF3-Promoted C-S Bond Formation
Shi, Wei,Miao, Tao,Li, Yang,Li, Pinhua,Wang, Lei
, p. 4416 - 4420 (2018)
A novel and efficient method for selective synthesis of diaryl sulfoxides and m-arylthio sulfones has been achieved from readily available arylsulfinic acids and arenes via an unusual sulfinyl cation, providing a range of structurally diverse products in good to excellent yields under mild conditions. Notably, mechanistic investigations suggested m-arylthio sulfones were generated from diaryl sulfoxides and sulfinyl cation by a sequence of redox reaction and electrophilic aromatic substitution process.
Direct S-arylation of unactivated arylsulfoxides using [Pd(IPr*)(cin) Cl]
Izquierdo, Frédéric,Chartoire, Anthony,Nolan, Steven P.
, p. 2190 - 2193 (2013)
The direct S-arylation of unactivated arylsulfoxides catalyzed by [Pd(IPr*)(cin)Cl] is described. Several arylmethylsulfoxides were coupled to various aryl halides in moderate to good yields (17 examples, 34-85%). Scope, limitations, and reaction mechanis
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.
Vanadium-catalyzed Selective Oxidation of Sulfides to Sulfoxides and Sulfones with H2O2
Chen, M.,Jia, A.-Q.,Zhang, P.-Z.,Zhang, Q.-F.,Zhou, W.-Y.
, p. 816 - 824 (2021/06/12)
Abstract: A direct selective approach to the oxidation of sulfides to sulfoxides andsulfones with H2O2 in moderate togood yields is developed. The reaction proceeds in the presence of 2 mol % ofVO(acac)2 at room temperature. All sulfoxides andsulfones were detected by gas chromatography, and the molecular structures of2-methylbenzyl 4-methylphenyl sulfone, 4-methylbenzyl 4-methylphenyl sulfone,2-bromobenzyl 4-methylphenyl sulfone, and 4-tert-butylbenzyl benzyl sulfone were determined by singlecrystal X-ray crystallography.
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.
Emodinas a novel organic photocatalyst for selective oxidation of sulfides under mild conditions
Li, Min,Lou, Jiangli,Rao, Yijian,Yuan, Zhenbo,Zhang, Yan
, p. 19747 - 19750 (2020/06/04)
Herein, we have developed naturally-occurringEmodin, which is commercially available at low-cost, as a novel organic photocatalyst for the first time.Emodinwas successfully employed in the selective oxidation of sulfides promoted by visible-light, deliver
Method for synthesizing sulfoxide compound
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Paragraph 0064-0066, (2019/10/04)
The invention discloses a method for synthesizing a sulfoxide compound and belongs to the technical field of synthesis of organic compounds. The method disclosed by the invention comprises the step of catalyzing a reaction between a thioether compound and an oxygen gas agent under the condition of illumination by taking perylene bisimide as a catalyst, thereby obtaining the sulfoxide compound. According to the method, selective oxidation of thioether catalyzed by perylene bisimide under visible light is achieved for the first time, and sulfoxide derivatives are successfully constructed in high yield; and according to the method, the reaction conditions are mild, the reaction efficiency is high, the substrate applicable range is wide, the atom utilization ratio is high, the regioselectivity and chemical selectivity of reaction are high, and thus, the method has a potential application value.
Cercosporin-bioinspired selective photooxidation reactions under mild conditions
Li, Jia,Bao, Wenhao,Tang, Zhaocheng,Guo, Baodang,Zhang, Shiwei,Liu, Haili,Huang, Shuping,Zhang, Yan,Rao, Yijian
supporting information, p. 6073 - 6081 (2019/11/20)
The development of an efficient system for selective oxidation of organic compounds to generate more valuable compounds with molecular oxygen is a significant challenge in industrial chemistry. Bioinspired by the ability of naturally occurring perylenequinonoid pigments (PQPs) to generate reactive oxygen species (ROS) upon photoirradiation, here we report that cercosporin, one of the perylenequinonoid pigments, can function as a cost-effective and environmentally friendly photocatalyst for a wide range of selective oxidations, including benzylic C-H bonds to carbonyls, amines to aldehydes, and sulfides to sulfoxides. All of the representative reactions proceeded smoothly with high efficiency under mild conditions. Owing to the use of inexpensive metal-free visible light-driven photocatalyst produced from microbial fermentation with cheap glucose as the starting material and the ease of handling, we expect that this developed method will be particularly attractive for many more applications in synthetic transformation.
