22855-95-4Relevant academic research and scientific papers
An aryl alkyl thioether compound and its synthetic method
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Paragraph 0178-0181, (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
supporting information, 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
A highly efficient Cu-catalyzed S-transfer reaction: From amine to sulfide
Li, Yiming,Pu, Jiahua,Jiang, Xuefeng
supporting information, p. 2692 - 2695 (2014/06/09)
A highly efficient Cu-catalyzed dual C-S bonds formation reaction, proceeding in alcohol and water under air, is reported, in which inodorous stable Na2S2O3 is used as a sulfurating reagent. This powerful strategy provides a practical and efficient approach to construct thioethers, using readily available aromatic amines and alkyl halides as starting materials. Sensitive and synthetic useful functional groups could be tolerated. Furthermore, pharmaceuticals, glucose, an amino acid, and a chiral ligand are successfully furnished by this late-stage sulfuration strategy.
Mercaptobenzoic acid-palladium(0) complexes as active catalysts for S-benzylation with benzylic alcohols via (η3-benzyl)palladium(II) cations in water
Hikawa, Hidemasa,Azumaya, Isao
, p. 5964 - 5972 (2014/08/05)
Mercaptobenzoic acid-palladium(0) complexes show high catalytic activity for S-benzylation with benzylic alcohols via the (η3-benzyl) palladium(ii) cation in water. Notably, these palladium(0) complexes could play an important role in formation
Palladium-catalyzed S-benzylation of unprotected mercaptobenzoic acid with benzyl alcohols in water
Hikawa, Hidemasa,Yokoyama, Yuusaku
supporting information; experimental part, p. 2942 - 2945 (2012/05/05)
Palladium-catalyzed S-benzylation of unprotected mercaptobenzoic acids with benzyl alcohols gave only S-benzylated mercaptobenzoic acids in good yields. Water may play an important role for the smooth generation of the (η3-benzyl)palladium spec
A simple one-pot synthesis of hydroxylated and carboxylated aryl alkyl sulfides from various bromobenzenes
Ko, Jaeyoung,Ham, Jungyeob,Yang, Inho,Chin, Jungwook,Nam, Sang-Jip,Kang, Heonjoong
, p. 7101 - 7106 (2007/10/03)
A simple one-pot synthesis of aryl alkyl sulfides from various bromobenzenes containing a hydroxy, hydroxymethyl, hydroxyethyl, and carboxylic acid group at -o, -m, and -p positions is reported here. The reaction proceeds through, in sequence, in situ pro
A Facile One-Pot Synthesis of Alkyl Aryl Sulfides from Aryl Bromides
Ham, Jungyeob,Yang, Inho,Kang, Heonjoong
, p. 3236 - 3239 (2007/10/03)
A convenient one-pot synthetic method for the formation of alkyl aryl sulfides from various alkyl halides and lithium aryl thiolates that are prepared in situ by direct halogen-lithium exchange is reported. In particular, the method overcomes many of the problems encountered in previous reports; it is very quick, catalyst-free, and does not involve use of unstable aryl thiols.
Novel Piperidine Derivatives. Synthesis and Anti-Acetylcholinesterase Activity of 1-Benzyl-4-piperidine Derivatives
Sugimoto, Hachiro,Tsuchiya, Yutaka,Sugumi, Hiroyuki,Higurashi, Kunizo,Karibe, Norio,et al.
, p. 1880 - 1887 (2007/10/02)
A series of 1-benzyl-4-piperidine derivatives was synthesized and evaluated for anti-acetylcholinesterase (anti-AChE) activity.Substituting the benzamide with a bulky moiety in the para position led to a substantial increase in activity.Introduction of an alkyl or phenyl group at the nitrogen atom of benzamide dramatically enhanced the activity.The basic quality of the nitrogen atom of piperidine appears to play an important role in the increased activity, since the N-benzoylpiperidine derivative was almost inactive.We found that1-benzyl-4--N-methylamino>ethyl>piperidine hydrochloride (21) (IC50 = 0.56 nM) is one of the most potent inhibitors of acetylcholinesterase.Compound 21 showed an affinity 18000 times greater for AChE than for BuChE.At a dose of 3 mg/kg, 21 produced a marked and significant increase in acetylcholine (ACh) content in the cerebral vortex and hippocampus of rats.Compound 21 was chosen for advanced development as an antidementia agent.
Nucleophilic Aromatic Substitution with Thiolate Ions Under Solid-Liquid Phase Transfer Conditions
Singh, Paramjit,Batra, Manohar S.,Singh, Harjit
, p. 729 - 730 (2007/10/02)
A convenient synthesis of aryl alkyl sulphides under solid-liquid phase transfer conditions (using triethylbenzylammonium chloride as catalyst and solid KOH) (TEBA/KOH) from aryl halides and thiolate ions generated in situ from thioiminium salts, is described.
