70644-47-2Relevant academic research and scientific papers
Nickel?Copper bimetallic mesoporous nanoparticles: As an efficient heterogeneous catalyst for N-alkylation of amines with alcohols
Nasresfahani, Zahra,Kassaee, Mohamad Z.
, (2020/10/30)
A bimetallic catalyst (Ni/Cu-MCM-41) is prepared via co-condensation method. The latter is characterized by Fourier transform infrared (FT-IR), X-ray powder diffraction (XRD), scanning electron microscopy (SEM), energy dispersive X-ray spectroscopy (EDX), diffuse reflectance spectroscopy (DRS), and nitrogen adsorption–desorption analysis. Catalytic performance of Ni/Cu-MCM-41 is probed in N-alkylation of amines with alcohols through a hydrogen autotransfer process. Noteworthy, this catalytic system appears very efficient for synthesis of a range of secondary and tertiary amines in good to excellent isolated yields. Moreover, the catalyst is successfully recovered and reused four times without notable decrease in its activity.
Oxalic amide ligands, and uses thereof in copper-catalyzed coupling reaction of aryl halides
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Page/Page column 77-78, (2020/01/09)
The present invention provides oxalic amide ligands and uses thereof in copper-catalyzed coupling reaction of aryl halides. Specifically, the present invention provides a use of a compound represented by formula I, wherein definitions of each group are described in the specification. The compound represented by formula I can be used as a ligand in copper-catalyzed coupling reaction of aryl halides for the formation of C—N, C—O and C—S bonds.
Hemilabile N-heterocyclic carbene (NHC)-nitrogen-phosphine mediated Ru (II)-catalyzed N-alkylation of aromatic amine with alcohol efficiently
Yu, Xiao-Jun,He, Hai-Yu,Yang, Lei,Fu, Hai-Yan,Zheng, Xue-Li,Chen, Hua,Li, Rui-Xiang
, p. 54 - 57 (2017/03/22)
Based on the hemilability, a novel N-heterocyclic carbene (NHC)-nitrogen-phosphine ligand (1) was synthesized, and the combination of it with [Ru(COD)Cl2]n showed the high activity and selectivity with a low Ru loading of 0.1% for the N-alkylation of amine with alcohol. Especially, for these substrates with pyridine backbone, even if the catalyst loading was as low as 0.01%, good yields (81–95%) of the desired products were achieved.
An Efficient and Selective Nickel-Catalyzed Direct N-Alkylation of Anilines with Alcohols
Vellakkaran, Mari,Singh, Khushboo,Banerjee, Debasis
, p. 8152 - 8158 (2017/12/08)
Herein, we developed an efficient and selective nickel-catalyzed monoalkylation of various primary alcohols with aryl and heteroaryl amines together with diols and amino alcohol derivatives. Notably, the catalytic protocol consisting of an earth-abundant and non-precious NiBr2/L1 system enables the transformations in the presence of hydroxyl, alkene, nitrile, and nitro functionalities. As a highlight, we have demonstrated the alkylation of diamine, intramolecular cyclization to N-heterocycles, and functionalization of complex vitamin E, an (±)-α-tocopherol derivative. Preliminary mechanistic studies revealed the participation of a benzylic C-H bond in the rate-determining step.
CuI/Oxalic Diamide Catalyzed Coupling Reaction of (Hetero)Aryl Chlorides and Amines
Zhou, Wei,Fan, Mengyang,Yin, Junli,Jiang, Yongwen,Ma, Dawei
supporting information, p. 11942 - 11945 (2015/10/06)
A class of oxalic diamides are found to be effective ligands for promoting CuI-catalyzed aryl amination with less reactive (hetero)aryl chlorides. The reaction proceeds at 120 °C with K3PO4 as the base in DMSO to afford a wide range of (hetero)aryl amines in good to excellent yields. The bis(N-aryl) substituted oxalamides are superior ligands to N-aryl-N′-alkyl substituted or bis(N-alkyl) substituted oxalamides. Both the electronic nature and the steric property of the aromatic rings in ligands are important for their efficiency.
A metal-free tandem demethylenation/C(sp2)-H cycloamination process of N -Benzyl-2-aminopyridines via C-C and C-N bond cleavage
Liang, Dongdong,He, Yimiao,Liu, Lanying,Zhu, Qiang
supporting information, p. 3476 - 3479 (2013/07/26)
A mild, metal-free synthesis of pyrido[1,2-a]benzimidazoles starting with N-benzyl-2-aminopyridines, which employs PhI(OPiv)2 as a stoichiometric oxidant, has been developed. The process is initiated by an unusual PhI(OPiv)2-mediated ipso SEAr reaction, followed by solvent-assisted C-C and C-N bond cleavage.
Design and synthesis of noncompetitive metabotropic glutamate receptor subtype 5 antagonists
Kulkarni, Santosh S.,Nightingale, Barbara,Dersch, Christina M.,Rothman, Richard B.,Newman, Amy Hauck
, p. 3371 - 3375 (2007/10/03)
A series of diaryl amides was designed and synthesized as novel nonethynyl mGluR5 antagonists. The systematic variation of the pharmacophoric groups led to the identification of a lead compound that demonstrated micromolar affinity for the mGluR5. Further optimization resulted in compounds with improved binding affinities and antagonist profiles, in vitro.
Synthesis and β-blocking activity of (R,S)-(E)-oximeethers of 2,3-dihydro-1,8-naphthyridine and 2,3-dihydrothiopyrano[2,3-b]pyridine: Potential antihypertensive agents - Part IX
Ferrarini, Pier Luigi,Mori, Claudio,Badawneh, Muwaffag,Calderone, Vincenzo,Greco, Rosamiria,Manera, Clementina,Martinelli, Adriano,Nieri, Paola,Saccomanni, Giuseppe
, p. 815 - 826 (2007/10/03)
The synthesis of oximeethers of 2,3-dihydro-1,8-naphthyridine and 2,3-dihydrothiopyrano[2,3-b]pyridine is described. These compounds exhibit a selective β-blocking activity, with a selectivity towards β2-receptors. Groups in the N1 position giving rise to a considerable steric hindrance led to a higher β2-blocking selectivity, whereas groups creating a moderate hindrance caused a weak but significant decrease in β2-antagonist potency. Substitution of the N1-R group with a sulfur atom led to compounds possessing β1-, β2- and β3-blocking properties. Compounds 9c1 and 10a1 showed a β3-antagonist activity slightly lower than that of propranolol. (C) 2000 Editions scientifiques et medicales Elsevier SAS.
