10040-94-5Relevant academic research and scientific papers
Efficient copper-catalyzed ullmann reaction of aryl bromides with imidazoles in water promoted by a pH-Responsive ligand
Lv, Rui,Wang, Yangxin,Zhou, Chunshan,Li, Liuyi,Wang, Ruihu
, p. 2978 - 2982 (2013)
A series of 1,10-phenanthroline derivatives were used as supporting ligands for copper-catalyzed Ullmann reaction in neat water. The catalytic system based on 4,7-dihydroxy-1,10-phenanthroline has demonstrated the promising catalytic performances for aryl
Ethylene glycol, an efficient and recoverable medium for copper-catalyzed N-arylation of diazoles under microwave irradiation
Sharifi, Ali,Ghonouei, Nima,Abaee, M. Saeed
, p. 249 - 256 (2016)
Ethylene glycol was used as an efficient and recoverable medium for the reaction of diazoles with aryl iodides and aryl bromides in the presence of CuCl2 as the catalyst and K2CO3 as the base. Consequently, imidazole, benzimidazole, and pyrazole reacted readily under microwave irradiation to give good to excellent yields of their corresponding N-arylated products in relatively short time periods. Apparently, ethylene glycol plays a dual role by activating the catalyst and also providing a homogenous medium for the processes. The reaction medium consisting of the solvent, the base, and the copper salt was recovered and reused successfully in the next several reactions.
A Pd/Cu-Free magnetic cobalt catalyst for C-N cross coupling reactions: synthesis of abemaciclib and fedratinib
Hajipour, Abdol R.,Khorsandi, Zahra,Sarfjoo, Mohamad Reza,Varma, Rajender S.
, p. 5222 - 5229 (2021)
Herein, the synthesis of a nano-catalytic system comprising magnetic nanoparticles as the core and edible natural ligands bearing functional groups as supports for cobalt species is described. Subsequent to its characterization, the efficiency of the catalyst was investigated for C-N cross-coupling reactions using assorted derivatives of amines and aryl halides. This novel and easily accessible Pd- and Cu-free catalyst exhibited good catalytic activity in these reactions using γ-valerolactone (GVL) at room temperature; good recyclability bodes well for the future application of this strategy. The introduced catalytic system is attractive in view of the excellent efficiency in an array of coupling reactions and its versatility is illustrated in the synthesis of abemaciclib and fedratinib, which are FDA-approved new and significant anti-cancer medicinal compounds that are prepared under green reaction conditions.
Simple and convenient methods for N-arylation of heterocycles and diphenylamine
Alakonda, Laxhmaiah,Periasamy, Mariappan
, p. 1063 - 1068 (2012)
N-Arylation of NH-heterocycles and diphenylamine with various aryl halides, using a readily accessible ligand-free potassium tert-butoxide/iron(III) oxide/dimethyl sulfoxide reagent system, gives the corresponding N-aryl derivatives in 47-97% yields. Georg Thieme Verlag Stuttgart . New York.
Efficient Ullmann C-N coupling catalyzed by a recoverable oligose-supported copper complex
Ge, Xin,Chen, Xinzhi,Qian, Chao,Zhou, Shaodong
, p. 58898 - 58906 (2016)
The natural compound β-cyclodextrin supported copper complex (CuIβ-CD) was prepared and employed as catalyst for an Ullmann-type C-N coupling reaction of N-nucleophiles and aryl halides under mild conditions. Reactions with different substrates were examined, and moderate to excellent yields were obtained. In addition to the high efficiency, the reaction system is also noticeable due to the excellent recoverability and reusability of the catalyst.
SiO2-NHC-CuI-catalyzed N-arylation of imidazoles with arylboronic acids under base-free reaction conditions
Liu, Ping,Li, Pinhua,Wang, Lei
, p. 2595 - 2605 (2012)
(Chemical Equation Presented) N-Arylation of imidazoles with arylboronic acids was efficiently carried out in the presence of a catalytic amount of SiO2-NHC-CuI in methanol at room temperature under base-free reaction conditions. The reactions of a variety of arylboronic acids with imidazoles generated the corresponding products N-arylimidazoles in good to excellent yields. In addition, SiO2-NHC-CuI could be recovered and recycled for six consecutive trials without significant loss of its reactivity. Copyright Taylor & Francis Group, LLC.
ORGANIC ELECTROLUMINESCENT DEVICE AND ORGANOMETALLIC COMPOUND FOR THE SAME
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Paragraph 0252-0256, (2021/05/15)
The present application relates to an organometallic compound represented by Formula 1 and an organic electroluminescent device, in which the organic electroluminescent device comprises the organometallic compound represented by Formula 1 in an emission l
Steric effects on acetate-assisted cyclometallation ofmeta-substitutedN-phenyl andN-benzyl imidazolium salts at [MCl2Cp*]2(M = Ir, Rh)
Davies, David L.,Singh, Kuldip,Tamosiunaite, Neringa
, p. 13505 - 13515 (2021/10/12)
meta-SubstitutedN-phenyl,N′-methyl andN-benzyl,N′-methyl imidazolium salts undergo acetate-assisted cyclometallation to provide mixtures oforthoandparasubstituted cyclometallated complexes. The effect of the substituents on the isomer ratios is discussed; steric effects are more important in the 6-membered rings derived from theN-benzyl imidazolium salts than 5-membered rings from theN-phenyl salts. Comparisons are made to steric effects with some other common directing groups.
ORGANOMETALLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME
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Paragraph 0449; 0451, (2020/07/23)
An organic light-emitting device is provided to include: a first electrode; a second electrode facing the first electrode; an organic layer between the first electrode and the second electrode, the organic layer including an emission layer; and at least o
N -Arylation of (hetero)arylamines using aryl sulfamates and carbamates via C-O bond activation enabled by a reusable and durable nickel(0) catalyst
Dindarloo Inaloo, Iman,Majnooni, Sahar,Eslahi, Hassan,Esmaeilpour, Mohsen
, p. 13266 - 13278 (2020/10/07)
An effective and general aryl amination protocol has been developed using a magnetically recoverable Ni(0) based nanocatalyst. This new stable catalyst was prepared on Fe3O4@SiO2 modified by EDTA and investigated by FT-IR, EDX, TEM, XRD, DLS, FE-SEM, XPS, NMR, TGA, VSM, ICP and elemental analysis techniques. The reaction proceeded via carbon-oxygen bond cleavage of (hetero)aryl carbamates and sulfamates under simple and mild conditions without the use of any external ligands. This method demonstrated functional group tolerance in the N-arylation of various nitrogen-containing compounds as well as aliphatic amines, anilines, pyrroles, pyrazoles, imidazoles, indoles, and indazoles with good to excellent yields. Furthermore, the catalyst could be easily recovered by using an external magnetic field and directly reused at least six times without notable reduction in its activity. This journal is
