1174758-85-0Relevant academic research and scientific papers
Polymer Beads Decorated with Dendritic Systems as Supports for A3 Coupling Catalysts
Bukowska, Agnieszka,Bester, Karol,Pytel, Maciej,Bukowski, Wiktor
, p. 422 - 434 (2021)
Abstract: The gel type microscopic polymer beads bearing epoxy functionalities were modified using the two-stage procedures in order to decorate their surface with the moieties of the zeroth order PAMAM type dendrimer and different heterocyclic aldehydes (2-pyridinecarboxaldehyde, 2-pyrrolidinecarboxaldehyde, furfural or 2-thiophenecarboxaldehyde). The polymeric supports provided in this manner were then used for the immobilization of copper(II) ions. The resulting materials were characterized using different instrumental techniques (optical microscopy, SEM, FTIR microscopy, DR UV–Vis, ICP-OES, and thermal analysis). They were also used?as catalysts in the model A3 coupling reaction of benzaldehyde, morpholine and phenylacetylene. The best catalytic activity was found for the polymeric catalyst bearing 2-pyridinecarboxaldehyde moieties. It turned out to be effective in the A3 coupling reactions included different benzaldehyde, alkyne, and secondary amine derivatives, as well. It could also be recycled several times without a significant decrease in its activity in the model A3 coupling reaction. Graphic Abstract: [Figure not available: see fulltext.]
Magnetically separable ZnFe2O4 nanoparticles: A low cost and sustainable catalyst for propargyl amine and NH-triazole synthesis
Bordoloi, Ankur,Chetia, Swadhin,Garg, Anirban,Guha, Ankur Kanti,Hazarika, Roktopol,Kalita, Amlan Jyoti,Kulshrestha, Akshay,Kumar, Arvind,Phukan, Parmita,Sarma, Diganta
, (2021/09/14)
The multicomponent reaction (MCR) strategy for the construction of important molecular scaffolds is in trending nowadays and among them, A3-coupling stands in a significant position. Aldehyde, amine and alkynes are coupled in this particular reaction via C-H activation process. Herein, we have reported zinc ferrite nanoparticles as magnetically separable heterogeneous catalyst for A3-coupling reaction with attractive attributes like excellent productivity, selectivity and better reusability. Moreover, the catalyst can also be effectively applied for the synthesis of various NH-triazoles with quantitative yields of the products. A plausible mechanism has been proposed for the synthesis of NH-triazoles followed by validation with computational study.
Metal- and catalyst-free, one-pot, three-component synthesis of propargylamines in magnetized water: Experimental aspects and molecular dynamics simulation
Bakherad, Mohammad,Moosavi, Fatemeh,Doosti, Rahele,Keivanloo, Ali,Gholizadeh, Mostafa
, p. 4559 - 4566 (2018/03/21)
Magnetized water (MW), as a green-promoting medium, is applied for the one-pot, metal- and catalyst-free, practical, efficient, and environmentally benign three-component reactions of aldehydes, amines, and alkynes. The salient features of this novel meth
Copper(II) carboxymethylcellulose (CMC-CuII) as an efficient catalyst for aldehyde-alkyne-amine coupling under solvent-free conditions
Liu, Xiaoping,Lin, Bijin,Zhang, Zhuan,Lei, Hao,Li, Yiqun
, p. 94399 - 94407 (2016/10/21)
A novel and eco-friendly three-component reaction of aldehydes, amines, and alkynes (A3 coupling) catalyzed by a recoverable copper(ii) carboxymethylcellulose (CMC-CuII) catalyst has been developed, producing a diverse range of propargylamines under solvent-free conditions in good yields. The CMC-CuII catalyzed reaction is especially effective for reactions involving aromatic and aliphatic aldehydes. High catalytic activity was obtained in the presence of 5 mol% CMC-CuII without any other co-catalyst, additives, or bases under aerobic conditions. Moreover, the catalyst can be easily recovered and reused for at least four cycles without significant decrease in its catalytic activity.
Encapsulation of copper(I)-Schiff base complex in NaY nanoporosity: An efficient and reusable catalyst in the synthesis of propargylamines via A 3-coupling (aldehyde-amine-alkyne) reactions
Naeimi, Hossein,Moradian, Mohsen
, p. 400 - 406 (2013/09/23)
Nanodimensional microreactor containing bis[2-(phenylthio)benzylidene]-1,2- ethylenediamine copper(I) complexes, [Cu(N2S2)]X-Y (X = CN, Cl, Br, I) was successfully prepared. This nano composite was used as a catalyst in one-pot multicomponent coupling reaction of aldehydes, amines and alkynes toward synthesis of propargylamines. The copper(I) complex with N 2S2 donor Schiff base ligand was readily trapped in the nanocavity of zeolite-Y through a template synthetic (TS) method. Two consecutive processes in the liquid phase were carried out: (i) preparation of a solution of [Cu(MeCN)4]X coordinated with 2-(phenylthio)- benzaldehyde in the presence of zeolite-Y. This process caused the inclusion of [Cu(MeCN)2(S2O2)]X complex into the nanopores of zeolite Y via pre-adsorption method; (ii) template synthesis of the [Cu(MeCN)2(N2S2)]X-Y, through Schiff condensation between [Cu(MeCN)2(S2O2)]X and 1,2-ethylenediamine moiety into the nanopores of NaY. The resulting catalysts were fully characterized by spectroscopic techniques such as AAS, FT-IR, BET isotherm, XRD, UV-Vis and TGA. The results confirmed encapsulation of Y-zeolite with copper(I) complex of N2S2 donor ligand. The catalytic activity of this nanocomposite material was investigated for preparation of propargylamines via three-component reaction of aldehydes, amines and alkynes. Also, the effective factors on this condensation reaction were discussed, such as reaction temperature, solvent, catalyst loading, leaching and reusability of the catalyst.
Copper-catalyzed one-pot synthesis of propargylamines via C-H activation in PEG
Zhang, Qiang,Chen, Jiu-Xi,Gao, Wen-Xia,Ding, Jin-Chang,Wu, Hua-Yue
experimental part, p. 809 - 812 (2011/06/20)
An efficient and convenient three-component A3 coupling reaction of aldehyde, amine and alkyne via C-H activation with CuI alone as the catalyst in PEG is developed, providing a wide range of propargylamines with yields ranging from moderate to
An efficient and facile one-pot synthesis of propargylamines by three-component coupling of aldehydes, amines, and alkynes via C-H activation catalyzed by NiCl2
Samai, Subhasis,Nandi, Ganesh Chandra,Singh
experimental part, p. 5555 - 5558 (2010/10/21)
NiCl2 was found to be a highly efficient and effective catalyst for the one-pot three-component (A3) coupling of aldehydes, amines, and alkynes to produce propargylamines in nearly quantitative yields. Structurally divergent aldehydes, amines, and alkynes were converted into the corresponding propargylamines. No co-catalyst or activator is needed and water is the only byproduct of this novel protocol.
A simple and economic synthesis of propargylamines by cuI-catalyzed three-component coupling reaction with succinic acid as additive
Ren, Gerui,Zhang, Jinli,Duan, Zheng,Cui, Mengjun,Wu, Yangjie
experimental part, p. 75 - 81 (2009/06/28)
A practical and efficient method was developed for the synthesis of propargylamines in a one-pot procedure from aldehydes, amines, and alkynes by using CuI as catalyst and succinic acid as additive. By using this protocol, a wide range of propargylamines was obtained in high yields. CSIRO 2009.
