5023-64-3Relevant academic research and scientific papers
Laser photolysis studies of the carbon-sulfur bond cleavage induced in the triplet exciplex of benzylnaphthyl sulfide and aromatic ketones
Yamaji,Ueda,Shizuka,Tobita
, p. 3102 - 3106 (2001)
The photoinduced dissociation of the carbon-sulfur bond in benzyl-α-naphthyl sulfide (BNS) in acetonitrile has been studied by laser flash photolysis. Upon direct photoexcitation of BNS, C-S bond fission occurs in the excited singlet state, resulting in t
Synthesis of benzyl thioether derivatives via N-heterocyclic carbene palladium(II)-catalyzed cross coupling of benzylammonium salts with thiophenols
Wang, Tao,Guo, Jiarui,Xu, Yongli,Wang, Xiaobo,Wang, Yan,Feng, Dandan,Liu, Lantao
, (2021/12/01)
A new route to benzyl thioether derivatives has been developed via the N-heterocyclic carbene palladium(II)-catalyzed cross coupling of benzylammonium salts with thiophenols. Under the optimal conditions, different benzylammonium salts could be well toler
Pd-Catalyzed Intermolecular Transthiolation of Ar-OTf Using Methyl 3-(Methylthio) Propanoate as a Thiol Surrogate
Pan, Dandan,Xu, Shasha,Tian, Qingqiang,Li, Yahui
, p. 4616 - 4619 (2021/09/10)
A method for the odorless synthesis of unsymmetrical sulfides via Csp2?O and Csp3?S bond activation is presented. Using methyl 3-(methylthio) propanoate as a MeSH surrogate, a series of substituted aryl methyl sulfides have been obtained in moderate to good yields. This catalytic protocol can also tolerate methyl 3-(methylthio)propionate derivatives to afford the corresponding aryl sulfides.
Photocatalytic synthesis method of aryl thioether and derivatives thereof
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Paragraph 0076; 0077; 0078; 0079, (2021/04/03)
The invention belongs to the field of organic synthesis, and particularly relates to a photocatalytic synthesis method of aryl thioether and derivatives thereof. The synthesis method comprises the steps: dissolving an N-(sulfanyl) amide compound into a methyl aromatic compound under the protection of inert gas, and thus obtaining the aryl thioether compound under the action of light, a catalyst, aligand and alkali. According to the method, the coupling reaction of a C-S bond is completed through visible light induction by utilizing a light/Ni dual-catalytic system, so that the method has goodfunctional group compatibility, and the C-S bond compound can be selectively and efficiently constructed in one step. The method has the advantages of simple catalytic system, mild reaction conditions, economical, simple and easily available substrate, simple reaction operation and the like.
Metal–organic framework MOF-199-catalyzed direct and one-pot synthesis of thiols, sulfides and disulfides from aryl halides in wet polyethylene glycols (PEG 400)
Soleiman-Beigi, Mohammad,Sadeghizadeh, Fatemeh,Basereh, Ali
, p. 572 - 583 (2017/09/27)
A highly porous metal–organic frame work Cu3 BTC2 (copper(II)-benzene-1,3,5-tricarboxylate) that is known as MOF-199 was synthesized from the reaction of 1,3,5-benzenetricarboxylic acid and Cu(OAc)2·H2O by a solvothermal method and characterized by several techniques including FT-IR, XRD, EDX and scanning electron microscopy. The MOF-199 used as an efficient catalyst for one-pot synthesis of thiols by domino reactions of aryl halides and thiourea, and subsequently conversion to aryl alkyl sulfides and diaryl disulfides in polyethylene glycols (PEGs). A variety of aryl alkyl sulfides can be obtained in good to excellent yields in a relatively short reaction time and in the presence of the trace amount of catalyst. Also, the catalyst can be separated from the reaction mixture by decanting, and be reused without significant degradation in catalytic activity.
An aryl alkyl thioether compound and its synthetic method
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Paragraph 0118-0121, (2019/02/04)
The invention discloses a synthetic method of an aryl alkyl thioether compound shown as formula (II), and the synthetic method is as follows: at room temperature and in a water phase, using triazene and haloalkane as reaction raw materials, using Na2S2O3 as a vulcanization reagent for reaction under the promotion effect of a copper catalyst and a Lewis acid to obtain the aryl alkyl thioether compound. The advantages of the synthetic method are as follows: reaction is efficient and yield is high; the vulcanization reagent is cheap, easy to obtain, stable, and free of irritating smell; the reaction is carried out in the solvent green water, the reaction is free of addition of a phase transfer catalyst and a volatile organic solvent, and is environmentally friendly; the reaction is carried out at room temperature, is mild in condition; the catalyst copper sulfate used in the reaction is cheap and economic reaction; the reaction substrate is easy in preparation; after amplification, the reaction efficiency is higher.
Novel heterogeneous catalyst systems based on Pd(0) nanoparticles onto amine functionalized silica-cellulose substrates [Pd(0)-EDA/SCs]: Synthesis, characterization and catalytic activity toward C-C and C-S coupling reactions in water under limiting basic conditions
Bhardwaj, Madhvi,Sahi, Seema,Mahajan, Hitesh,Paul, Satya,Clark, James. H.
, p. 48 - 59 (2015/08/06)
Novel heterogeneous catalyst systems based on the immobilization of Pd(0) nanoparticles onto ethylene diamine functionalized silica-cellulose substrates [Pd(0)-EDA/SCs] are reported with a view to introduce new synthetic routes under base-free conditions. The base functionalized organic/inorganic hybrid provides specific basic sites for the reactions to occur under base-free or less basic conditions, and that too with excellent yields. Moreover, the basic nitrogen sites present on the substrate can effectively stabilize and enhance the activity of Pd(0) nanoparticles by preventing their agglomeration and controlling their size. All the catalysts were characterized by TGA and FTIR analysis and the most active catalyst, [Pd(0)-EDA/SC-2] was further characterized by SEM, TEM, HRTEM, EDX, CHN and XRD studies. Additionally, it is shown that the Pd(0)-EDA/SCs exhibits excellent activity under limiting basic conditions for the C-C and C-S coupling reactions employing water as the "Green solvent". Furthermore, the novel catalyst could be recovered in a facile manner from the reaction mixture and could be reused up to five times without significant loss of catalytic activity.
Sulfide synthesis through copper-catalyzed C-S bond formation under biomolecule-compatible conditions
Zhang, Yonghong,Li, Yiming,Zhang, Xiaomei,Jiang, Xuefeng
, p. 941 - 944 (2015/01/09)
We report here an efficient and mild method for constructing C-S bonds. The reactions were carried out with Na2S2O3 as a sulfurating reagent, CuSO4 as a catalyst, and water as solvent without any surfactant. The products were achieved in moderate to excellent yields at room temperature under air. Notably, this reaction is compatible with various biomolecules including amino acids, oligosaccharides, nucleosides, proteins, and cell lysates. This journal is
Mesolysis Mechanisms of Aromatic Thioether Radical Anions Studied by Pulse Radiolysis and DFT Calculations
Yamaji, Minoru,Tojo, Sachiko,Fujitsuka, Mamoru,Sugimoto, Akira,Majima, Tetsuro
, p. 7890 - 7895 (2015/09/01)
The mesolysis mechanisms for eight aromatic thioether radical anions (ArCH2SAr′?-) generated during radiolysis in 2-methyltetrahydrofuran were studied by spectroscopic measurements and DFT calculation. Seven of ArCH2SAr′s
One-pot synthesis of aryl alkyl thioethers and diaryl disulfides using carbon disulfide as a sulfur surrogate in the presence of diethylamine catalyzed by copper(I) iodide in polyethylene glycol (PEG200)
Firouzabadi, Habib,Iranpoor, Nasser,Samadi, Arash
, p. 1212 - 1217 (2014/02/14)
A copper catalyzed one-pot protocol for the preparation of aryl alkyl thioethers and diaryl disulfides using carbon disulfide as the sulfur source and diethylamine in polyethylene glycol (PEG200) is described.
