104-68-7Relevant academic research and scientific papers
Copper(ii)-catalyzed c-n coupling of aryl halides and n-nucleophiles promoted by quebrachitol or diethylene glycol
Chen, Guoliang,Chen, Yuanguang,Du, Fangyu,Fu, Yang,Wu, Ying,Zhou, Qifan
supporting information, p. 2161 - 2168 (2019/11/25)
Herein, we report the natural ligand quebrachitol (QCT) as a promoter for a Cu(II) catalyst, which is highly effective for N-Arylation of various amines and related aryl halides. A series of diarylamine derivatives were obtained in high yields by using diethylene glycol (DEG) as both ligand and solvent. The C-N coupling reactions proceed under mild conditions and exhibit good functional group tolerance.
Photo/nickel synergistic catalysis method for monoarylation of diol
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Paragraph 0043; 0072-0075, (2018/09/13)
The invention discloses a photo/nickel synergistic catalysis method for monoarylation of a diol. The method directly uses a brominated aromatic hydrocarbon and a diol as raw materials, wherein the brominated aromatic hydrocarbon and the diol are simple and easy to obtain, and adopts a BODIPY organic photosensitizer and an inexpensive nickel source to synergistically catalyze cross-coupling of thediol and the brominated aromatic hydrocarbon without an additionally-added ligand to realize selective monoarylation of a diol compound, and a mono/dual arylation ratio is up to 18:1. The method disclosed by the invention has good tolerance of functional groups and is suitable for a plurality of diol compounds with different structures, such as o-diol, 1,3-diol, 1,4-diol and monodisperse polyethylene glycol; more importantly, the photosensitizer used in the method has a low using amount, the reaction temperature is close to room temperature, and the method is green, economical and highly-efficient; and the advantages make the method have higher scale synthetic value and can serve social and economic development.
Discovery of potent inhibitors of human and mouse fatty acid amide hydrolases
Butini, Stefania,Brindisi, Margherita,Gemma, Sandra,Minetti, Patrizia,Cabri, Walter,Gallo, Grazia,Vincenti, Silvia,Talamonti, Emanuela,Borsini, Franco,Caprioli, Antonio,Stasi, Maria Antonietta,Di Serio, Stefano,Ros, Sindu,Borrelli, Giuseppe,Maramai, Samuele,Fezza, Filomena,Campiani, Giuseppe,MacCarrone, Mauro
experimental part, p. 6898 - 6915 (2012/09/22)
Fatty acid amide hydrolase (FAAH, EC 3.5.1.99) is the main enzyme catabolizing endocannabinoid fatty acid amides. FAAH inactivation promotes beneficial effects upon pain and anxiety without the side effects accompanying agonists of type-1 cannabinoid receptors. Aiming at discovering new selective FAAH inhibitors, we developed a series of compounds (5a-u) characterized by a functionalized heteroaromatic scaffold. Particularly, 5c and 5d were identified as extremely potent, noncompetitive, and reversible FAAH inhibitors endowed with a remarkable selectivity profile and lacking interaction with the hERG channels. In vivo antinociceptive activity was demonstrated for 5c, 5d, and 5n at a dose much lower than that able to induce either striatal and limbic stereotypies or anxiolytic activity, thus outlining their potential to turn into optimum preclinical candidates. Aiming at improving pharmacokinetic properties and metabolic stability of 5d, we developed a subset of nanomolar dialyzable FAAH inhibitors (5v-z), functionalized by specific polyethereal lateral chains and fluorinated aromatic rings.
HETEROCYCLIC AMINE CATALYST COMPOSITIONS FOR THE ALKOXYLATION OF ALCOHOLS TO GLYCOL ETHERS
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Page/Page column 8-9, 13, (2009/12/05)
Glycol ethers are made by a process in which an alcohol, an alkylene oxide and a catalytic amount of an aromatic, heterocyclic amine catalyst are contacted under reactive conditions. Representative catalysis include substituted and unsubsiituted pyridines and imidazoles. The process uses known oxides and alcohols, and produces more mono- and di- adduct products than does a corresponding process using a caustic catalyst. Moreover, the process can be conducted at a lower reaction temperature than a corresponding process using a caustic catalyst without sacrificing oxide conversion rates yet producing fewer carfoony! impurities.
Synthesis of phosphodiester-type nicotinamide adenine dinucleotide analogs
Liu, Wujun,Wu, Siguo,Hou, Shuhua,Zhao, Zongbao (Kent)
experimental part, p. 8378 - 8383 (2009/12/28)
Fourteen phosphodiester-type β-nicotinamide adenine dinucleotide (NAD+) analogs were prepared starting from nicotinamide. The phosphodiester linkage was effectively assembled in 69-93% yields via condensation reaction between 2′,3′-di-O-acetyl nicotinamide mononucleotide and alcohols in the presence of 2,4,6-triisopropylbenzenesulfonyl chloride. The analog β-nicotinamide ribose-5-(2-phenylethyl) phosphate showed beneficial effects on cell growth of model microorganisms.
PROCESS FOR THE CONTINUOUS PRODUCTION OF HIGH PURITY PHENOLIC GLYCOL ETHER
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Page/Page column 13-15, (2009/07/17)
Phenolic glycol ethers, e.g., ethylene glycol phenyl ether, are prepared by a continuous, nonaqueous process comprising the steps of (A) contacting under isothermal reactive conditions in a first reactor or reaction zone an alkylene oxide, e.g., ethylene oxide, with (i) a stoichiometric molar excess of a phenolic compound, e.g., phenol, and (ii) a catalytic amount of a base, e.g., sodium hydroxide, homogeneously dispersed throughout the phenolic compound, to form a first intermediate phenolic glycol ether product, (Bj transferring the first intermediate phenolic glycol ether product to a second reactor or reaction zone, and ( C) subjecting the first intermediate phenolic glycol ether product to adiabatic reactive conditions in the second reactor or reaction zone to form a second intermediate phenolic glycol ether product comprising phenolic glycol ether, unreacted phenolic compound, catalyst, water and byproduct glycols. In addition, the mono-/di-product weight ratio can be adjusted by increasing or decreasing the amount of base catalyst employed.
Aromatic ethers and process for producing aromatic ethers
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Page 12-13, (2010/02/08)
According to a production process, aromatic ethers are producible by reacting phenols with an oxirane compound with use of an anion exchange resin as a catalyst. According to another production process, aromatic ethers having an alcoholic hydroxyl group are producible by a crystallization-purification step of using a solvent having a solubility parameter ranging from 7.5 to 12.5 for purification by crystallization. Further, according to still another production process, producible are aromatic ethers having an alcoholic hydroxyl group, wherein the content of a metal in the aromatic ethers is less than 100 ppm by mass, and the content of a halogen element in the aromatic ethers is less than 100 ppm by mass.
Ru(II)-polypyridine complexes covalently linked to electron acceptors as wires for light-driven pseudorotaxane-type molecular machines
Ashton, Peter R.,Ballardini, Roberto,Balzani, Vincenzo,Constable, Edwin C.,Credi, Alberto,Kocian, Oldrich,Langford, Steven J.,Preece, Jon A.,Prodi, Luca,Schofield, Emma R.,Spencer, Neil,Stoddart, J. Fraser,Wenger, Sabine
, p. 2413 - 2422 (2007/10/03)
An investigation has been performed on the design of light-driven, pseudorotaxane-type, mechanical molecular machines based on wires made up of an electron-transfer photosensitizer covalently linked to an electron acceptor. Compounds (2,2'-bipyridine)2Ru(2,2'-bipyridine-5-(CH2)-1-(4,4'- bipyridinium)-1'-CH2-R)4+ (14+), (4,4'-(Me)2-2,2'-bipyridine)2Ru(2,2'- bipyridine-5-(CH2)4-1-(4,4'-bipyridinium)1'-CH2-Me)4+ (24+), and (2,2':6',2''-terpyridine)Ru(2,2'.6',2''-terpyridine-4'-phenylene-2-(2,7- diazapyrenium)-7-CH2-R)4+ (34+), where R = -C6H4-(O-CH2-CH2)2-O- Ph) have been prepared and their photochemical and photophysical processes have been investigated in butyronitrile fluid solution (room temperature) and rigid matrix (77 K). At room temperature the triplet metal-to-ligand charge- transfer (3MLCT) excited state of the Ru-based unit of 14+ is quenched by a very fast (k(q) > 5 x 109 s-1) electron-transfer process. For 24+, where the Ru-based and electron-acceptor units are separated by four methylene groups, the value of the quenching constant is 6.2 x 108 s-1. In 34+, the potentially fluorescent S1 excited state of the diazapyrenium unit is quenched by the Ru-based moiety with a rate constant ≥1 x 1011 s- 1. In rigid matrix at 77 K, the 3MLCT excited state of the Ru-based moiety is not quenched by the bipyridinium or diazapyrenium moiety, whereas both the fluorescence and phosphorescence of the diazapyrenium moiety of 34+ are completely quenched by the MLCT levels of the Ru-based moiety through energy transfer. Excitation spectra of the Ru-based emission show that, in a rigid matrix at 77 K, the excitation of the bipyridinium moiety leads to population of the 3MLCT excited state of the Ru-based moiety. The above wires and a crown ether (1/5DN38C10) containing two 1,5-dioxynaphthalene electron-donor units self-assemble to give pseudorotaxane systems. Light-induced dethreading of a pseudorotaxane has been achieved and valuable information has been gathered concerning the design of more efficient systems. A spin-off of these studies has been the design of pseudorotaxanes in which the dethreading/rethreading process can be controlled by chemical stimuli.
SYNTHESIS OF BISPEROXYDICARBONATES AND THEIR REACTIVITY
Fomin, V. A.,Etlis, V. S.,Nozrina, F. D.
, p. 26 - 31 (2007/10/02)
A series of symmetrical peroxydicarbonates were obtained from the chloroformates of diethylene or dipropylene glycol monoethers.Their homolysis in benzene and in the presence of styrene and α-naphthol was investigated.The effect of the structure of the organic fragment of the peroxide on the effective, induced, and monomolecular dissociation constants is discussed.A scheme is proposed for the transformation of the free radicals which form on the basis of kinetic data and analysis of the final thermal dissociation products.
