500576-33-0Relevant academic research and scientific papers
Visible-light-promoted aerobic oxidative synthesis of β-ketosulfones under photocatalyst-free conditions
Lv, Yufen,Liu, Qishun,Liu, Fei,Yue, Huilan,Li, Jiang-Sheng,Wei, Wei
supporting information, (2019/11/26)
A simple and convenient visible-light-mediated method has been developed for the construction of β-ketosulfones via aerobic oxidative difunctionalization of alkynes with arylazo sulfones and dioxygen in air under photocatalyst-free conditions. The present photochemical methodology provides a facile and attractive protocol to construct a series of β-ketosulfones in moderate to good yields.
Preparation method of beta-carbonyl sulfone compound promoted by visible light
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Paragraph 0064-0067, (2019/11/13)
The invention discloses a preparation method of a beta-carbonyl sulfone compound promoted by visible light. The preparation method includes the following steps that olefin and aryl-sulphonazo are mixed with an organic solvent and water, and then a reaction is conducted for 16-24 hours at room temperature under visible illumination; and after the reaction, ethyl acetate is used for extracting reaction liquid, and the beta-carbonyl sulfone compound is obtained after concentration and column chromatography isolation of an extract. According to the method, clean light energy is used as reaction energy, oxygen in air is used as an oxidant and an oxygen source, the beta-carbonyl sulfone compound is effectively synthesized at the room temperature, the method does not require any photocatalyst orequivalent inorganic oxidant, and has the advantages of easy and convenient operation, low energy consumption, high reaction safety, environmental friendliness and the like.
Photocatalyst-Free Visible Light-Induced Synthesis of β-Oxo Sulfones via Oxysulfonylation of Alkenes with Arylazo Sulfones and Dioxygen in Air
Liu, Qishun,Liu, Fei,Yue, Huilan,Zhao, Xiaohui,Li, Jiangsheng,Wei, Wei
supporting information, p. 5277 - 5282 (2019/11/16)
A catalyst-free strategy has been established for the synthesis of β-oxo sulfones via visible light-induced oxysulfonylation of alkenes with arylazo sulfones with dioxygen in air. The present photoinduced transformation proceeds smoothly at room temperature in the absence of an external photosensitizer, which not only provides a mild and efficient approach to various β-oxo sulfones, but also opens a different reaction mode for the photochemical reaction of arylazo sulfones.
Facile Synthesis of β-Keto Sulfones Employing Fenton's Reagent in DMSO
Chalikidi, Petrakis N.,Uchuskin, Maxim G.,Trushkov, Igor V.,Abaev, Vladimir T.,Serdyuk, Olga V.
supporting information, p. 571 - 575 (2018/01/11)
A new facile method for the synthesis of β-keto sulfones employing xanthates, DMSO, and Fenton's reagent is described. The reaction proceeds under very mild conditions providing a cost-effective straightforward approach to various β-keto sulfones in high yields.
Nickel-Catalyzed Highly Enantioselective Hydrogenation of β-Acetylamino Vinylsulfones: Access to Chiral β-Amido Sulfones
Long, Jiao,Gao, Wenchao,Guan, Yuqing,Lv, Hui,Zhang, Xumu
supporting information, p. 5914 - 5917 (2018/09/25)
The nickel/(S)-Binapine complex was found to be an efficient catalyst for asymmetric hydrogenation of β-acetylamino vinylsulfones to afford chiral β-Amido sulfones with excellent yields and enantioselectivities (up to 95% yields and >99% ee). This protocol has good compatibility with a series of substituted (Z)-β-acetylamino vinylsulfones or Z/E isomeric mixtures. A gram-scale reaction has also been achieved in the presence of a 0.2 mol % catalyst loading.
CO/O2 assisted oxidative carbon-carbon and carbon-heteroatom bond cleavage for the synthesis of oxosulfonates from DMSO and olefins
Shao, Ailong,Gao, Meng,Chen, Songtao,Wang, Tao,Lei, Aiwen
, p. 2175 - 2178 (2017/03/09)
Selective carbon-carbon and carbon-heteroatom bond cleavage was achieved in a one reaction system. With this strategy a novel Pd/Cu-catalyzed aerobic oxidative oxosulfonation of olefins with DMSO has been developed. Preliminary mechanistic investigations indicated that CO/O2 assisted the bond cleavage and the leaving groups from the starting materials were trapped by O2 and underwent a hydroxylation process.
A simple method for the synthesis of furfuryl ketones and furylacetic acid derivatives
Chalikidi, Petrakis N.,Nevolina, Tatyana A.,Uchuskin, Maxim G.,Abaev, Vladimir T.,Butin, Alexander V.
, p. 621 - 629 (2015/10/12)
A simple preparative method has been developed for the synthesis of aryl(furfuryl) ketones, amides, and furylacetic acid esters, based on radical alkylation of furan derivatives at the α-position with O-ethyl(phenacyl)xanthogenates and phenacyl iodides in the presence of Fenton's reagent (H2O2/FeSO4·7H2O) in DMSO. The range of applicability and mechanisms for the formation of major and side products have been considered.
Catalytic and direct methyl sulfonylation of alkenes and alkynes using a methyl sulfonyl radical generated from a DMSO, dioxygen and copper system
Jiang, Yaojia,Loh, Teck-Peng
, p. 4939 - 4943 (2015/01/09)
This paper describes an efficient method to β-keto methyl sulfones and (E)-vinyl methyl sulfones using DMSO as the substrate. The methyl sulfonyl radical generated from DMSO in the presence of catalytic Cu(i) under O2 atmosphere is believed to be involved in this reaction. Isotopic labeling and 18O2 experiments were performed to investigate the reaction mechanism.
Iron(III)-catalyzed aerobic oxidation and cleavage/formation of a C-S bond
Shi, Xiaokang,Ren, Xiaoyu,Ren, Zhiyong,Li, Jian,Wang, Yuling,Yang, Sizhuo,Gu, Jixiang,Gao, Qiang,Huang, Guosheng
supporting information, p. 5083 - 5088 (2014/08/18)
A new iron(III)-catalyzed synthesis of β-oxo sulfones is described that employs vinylarenes and readily available dimethyl sulfoxide (DMSO) with hydrazine and oxygen as the oxidant. The reaction tolerates various functional group substituents on the vinylarene substrates to afford β-oxo sulfones in moderate to good yields. The cleavage and formation of the C-S bond are the key steps of this transformation.
