114460-92-3Relevant academic research and scientific papers
Angled Vortex Fluidic Mediated Multicomponent Photocatalytic and Transition Metal-Catalyzed Reactions
Ho, Louisa A.,Raston, Colin L.,Stubbs, Keith A.
, p. 8869 - 8874 (2018)
The dynamic thin film formed in an angled rapidly rotating tube in a vortex fluidic device (VFD) is effective in facilitating multicomponent reactions (MCRs) as photocatalytic or metal-mediated processes. Here, we demonstrate the utility of the VFD by using two known MCRs, an Ugi-type three component reaction and an A3-coupling reaction. The Ugi-type reaction can be done in either confined or continuous-flow modes of operation of the microfluidic platform whereas the A3-coupling reaction was optimized for the confined mode of operation. The examples tested gave excellent yields with short reaction times.
Copper(II) chelate-bonded magnetite nanoparticles: A new magnetically retrievable catalyst for the synthesis of propargylamines
Shouli, Atefeh,Menati, Saeid,Sayyahi, Soheil
, p. 765 - 772 (2017)
In this study, we document the use of a reusable magnetic nanoparticle (MNP)-supported copper catalyst for the efficient synthesis of propargylamines via the A3 coupling of benzaldehydes, phenylacetylene, and piperidine or morpholine. The new MNPs were characterized by scanning electron microscopy, energy dispersive X-ray analysis, Fourier transform infrared spectroscopy, thermogravimetric analysis, and vibrating sample magnetometry. Notably, the activity and leaching test of the catalyst indicated that the MNPs could be reused without loss to its catalytic activity or leaching of its copper ligands.
ZnCl2 loaded TiO2 nanomaterial: An efficient green catalyst to one-pot solvent-free synthesis of propargylamines
Bankar, Digambar B.,Hawaldar, Ranjit R.,Arbuj, Sudhir S.,Moulavi, Mansur H.,Shinde, Santosh T.,Takle, Shrikant P.,Shinde, Manish D.,Amalnerkar, Dinesh P.,Kanade, Kaluram G.
, p. 32735 - 32743 (2019)
One-pot green synthesis of propargylamines using ZnCl2 loaded TiO2 nanomaterial under solvent-free conditions has been effectively accomplished. The aromatic aldehydes, amines, and phenylacetylene were reacted at 100 °C in the presen
Copper–birhodanine complex immobilized on Fe3O4 nanoparticles: DFT studies and heterogeneous catalytic applications in the synthesis of propargylamines in aqueous medium
Rezaei, Manuchehr,Azizi, Khaled,Amani, Kamal
, (2018)
Heterogeneous magnetic nanocatalyst, Fe3O4@SiO2–Ligand–Cu (II) MNPs, reveals high catalytic performance within the synthesis of propargylamines using the multicomponent coupling reaction of aldehydes, phenylacetylene and s
New 1,2-dithioether based 2D copper(I) coordination polymer: from synthesis to catalytic application in A3-coupling reaction
Saha, Sankar,Biswas, Kinkar,Ghosh, Pranab,Basu, Basudeb
, p. 1810 - 1819 (2019)
A new 2D copper(I) coordination polymeric complex has been synthesized from CuI and 1-(1-{4-chlorophenylthio}propan-2-ylthio)-4-chlorobenzene ([(CuI)2{ArSCH2CH(CH3)SAr}2]n, Ar = 4-ClC6Hsub
Preparation of Propargyl Amines in a ZnCl 2 -Dimethylurea Deep-Eutectic Solvent
Obst, Martin,Srivastava, Akriti,Baskaran, Sundarababu,K?nig, Burkhard
, p. 185 - 188 (2018)
The coupling of an aldehyde, an amine, and an alkyne to yield propargyl amines was performed in a deep-eutectic solvent composed of zinc chloride and dimethylurea. The deep-eutectic solvent acts simultaneously as catalyst and solvent giving access to a va
Chitosan-supported copper as an efficient and recyclable heterogeneous catalyst for A3/decarboxylative A3-coupling reaction
Kaur, Pavneet,Kumar, Bhupinder,Kumar, Vinod,Kumar, Rakesh
, p. 1986 - 1991 (2018)
Chitosan-supported copper (chit@copper) based heterogeneous catalysts have been explored for A3-coupling and decarboxylative A3-coupling. The developed protocol employs low catalyst loading, solventless condition and easy work-up for
Efficient Sonogashira and A3 coupling reactions catalyzed by biosynthesized magnetic Fe3O4@Ni nanoparticles from Euphorbia maculata extract
Alinezhad, Heshmatollah,Pakzad, Khatereh,Nasrollahzadeh, Mahmoud
, (2020)
In this work, biosynthesized Fe3O4@Ni nanoparticles using Euphorbia maculata aqueous have been used as effective catalysts in the synthesis of 2,3-disubstituted benzo[b]furan derivatives using three component coupling of aldehydes, s
Copper-nanoparticle-catalyzed A3 coupling via C-H activation
Kidwai, Mazaahir,Bansal, Vikas,Mishra, Neeraj Kumar,Kumar, Ajeet,Mozumdar, Subho
, p. 1581 - 1584 (2007)
Recyclable metal nanoparticles provide an efficient, economic, and novel route for the synthesis of propargylamines via three-component A3 coupling reaction of aromatic aldehyde, amine and alkyne. This method provides a wide range of substrate applicability. This protocol avoids the use of heavy metal, co-catalyst and gives propargylamines in quantitative yield. Georg Thieme Verlag Stuttgart.
Copper(I)-N2S2-salen type complex covalently anchored onto MCM-41 silica: An efficient and reusable catalyst for the A 3-coupling reaction toward propargylamines
Naeimi, Hossein,Moradian, Mohsen
, p. 300 - 306 (2013)
The immobilization of copper complexes by covalent anchoring of the ligand on the surface of mesoporous MCM-41 has been described. Bis[2-(phenylthio) benzylidene]-1,2-ethylenediamine as a new N2S2 donor salen-type ligand was covalently anchored onto nanopores of MCM-41 coordinated with copper (I) halide. The organic-inorganic hybrid material was achieved readily using 3-mercaptopropyltrimethoxysilane as a reactive surface modifier. 2-Nitrobenzaldehyde was reacted smoothly with the thiol moieties in order to form functionalized nanoporous silica with carbaldehyde groups. The resulting supported organic moieties were converted to thiosalen ligand and coordinated with CuX (X = CN, Cl, Br, I). Characterization of the heterogeneous catalyst by X-ray diffraction, N2 sorption, FT-IR, diffuse reflectance UV-visible and TGA techniques indicated successful grafting of the copper complex inside the nano-channels of MCM-41. The heterogenized catalyst was evaluated by the Mannich condensation reaction of aldehydes, amines and alkynes. In this reaction, the corresponding propargylamines were obtained as single products in good to excellent yields. Factors such as reaction temperature, solvent, catalyst loading, leaching and reusability of the catalyst also were discussed. The use of MCM-41 as support permits an easier separation and recycles with only a marginal decrease in reactivity. Copyright 2013 John Wiley & Sons, Ltd. A new N2S2-donor salen-type ligand, coordinated with copper covalently anchored onto nanopores of MCM-41 was prepared. The catalytic behavior of the organically modified MCM-41 as solid support was evaluated by the mannich condensation reaction of aldehydes, amines and alkynes with a view to synthesis of propargylamines. Copyright
