114460-92-3Relevant articles and documents
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.
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
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
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
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.
Bis (1(3-trimethoxysilylpropyl)-3-methyl-imidazolium) copper tetrachloride attached to colloidal silica nanoparticles as an efficient catalyst for the preparation of propargylamines
Safaei-Ghomi, Javad,Nazemzadeh, Seyed Hadi,Shahbazi-Alavi, Hossein
, p. 7375 - 7386 (2017)
Abstract: In this research, we reported the successful preparation of bis (1(3-trimethoxysilylpropyl)-3-methyl-imidazolium) copper tetrachloride tethered to colloidal silica nanoparticles and investigated its catalytic application for one-pot multicompone
Efficient one-pot synthesis of propargylamines using zinc dust
Kantam, M. Lakshmi,Balasubrahmanyam,Kumar, K.B. Shiva,Venkanna
, p. 7332 - 7334 (2007)
The one-pot synthesis of propargylamines is achieved efficiently via a three component coupling of various aldehydes, alkynes and amines using zinc dust under mild reaction conditions and in the absence of a co-catalyst. Zinc dust was recovered quantitati
Ionic Liquid-Attached Colloidal Silica Nanoparticles as a New Class of Silica Nanoparticles for the Preparation of Propargylamines
Safaei-Ghomi, Javad,Nazemzadeh, Seyed Hadi
, p. 1696 - 1703 (2017)
Abstract: We reported a novel class of organic–inorganic hybrid material based on the ionic liquid bis(1(3-trimethoxysilylpropyl)-3-methyl-imidazolium) nickel tetrachloride tethered to colloidal silica nanoparticles and characterized by 1H NMR
Microwave-promoted three-component coupling of aldehyde, alkyne, and amine via C-H activation catalyzed by copper in water
Shi, Lei,Tu, Yong-Qiang,Wang, Min,Zhang, Fu-Min,Fan, Chun-An
, p. 1001 - 1003 (2004)
(Equation presented) An efficient three-component coupling of aldehyde, alkyne, and amine to generate propargylamines has been effected under microwave irradiation in water using only Cul catalyst without the noble metal cocatalyst. This method has proved to be applicable to a wide range of substrates. In addition, the preliminary experiment using (S)-proline methyl ester as a chiral source demonstrated that it could be developed to be a direct and highly diastereoselective method for construction of chiral propargylamines.
A3-Coupling Reaction and [Ag(IPr)2]PF6: A Successful Couple
Beillard, Audrey,Métro, Thomas-Xavier,Bantreil, Xavier,Martinez, Jean,Lamaty, Frédéric
, p. 4642 - 4647 (2017)
The recently described homoleptic cationic [Ag(IPr)2]PF6 [IPr = 1,3-bis(2,6-diisopropylphenyl)imidazolylidene] complex proved to be a versatile and highly efficient catalyst for the production of propargylamines by using the A3-coupling reaction. The reaction conditions were equally applicable to aliphatic and aromatic aldehydes and alkynes, including highly hindered aromatic aldehydes. Progargylamines were prepared in short reaction times with low catalyst loadings by using MeOH as a low-toxicity solvent. In addition, the catalyst was stable enough to support continuous-flow conditions, which showed that the reaction conditions are scalable.
Improving the Catalytic Activity of Au25 Nanocluster by Peeling and Doping
Li, Man-Bo,Tian, Shi-Kai,Wu, Zhikun
, p. 567 - 571 (2017)
Tuning the nanoclusters’ compositions and structures is critical for the performance improvement of nanoclusters. Herein, a well-known Au25(SCH2CH2Ph)18 (Au25 for short) nanocluster has been transform
Amino acid-assisted ferrite/MOF composite formation for visible-light induced photocatalytic cascade C=C aerobic oxidative cleavage functionalization
Al-Mubaddel, Fahad S.,Gavinehroudi, Reza Ghahremani,Heydari, Akbar,Karimi, Meghdad,Mahjoub, Alireza,Marzouki, Riadh,Mohebali, Haleh,Ouni, M. H. El,Sadeghi, Samira
, (2021/11/16)
Due to their high variability and extraordinary features, the MOF-based nanomaterials are regarded as promising photocatalysts in organic reactions. In this study, the magnetic Co-MOF-based nanocomposite (denoted by Cys-CoFe/HK) was prepared through a facile sonochemical method. The composite design was based on the integration and synergy of the desired properties of the components, i.e., optical properties of the magnetic substrate and its separation capability, desirability of metal-organic framework to promote A3-coupling reaction, and use of cysteine ??amino acid as a natural modifier to modify nanoparticles and make an efficient charge transfer. The information about their structural features was obtained using various characterization methods. In addition to the high photocatalytic activity of the developed composite in the aerobic oxidative propargylic functionalization of styrene under visible light illumination, the composite showed a high capability to interact with a wide range of amines, styrene, and terminal alkynes as participants in A3-coupling reaction. Furthermore, the developed catalyst demonstrated high accessibility of active sites, reusability, and magnetic properties, which accelerated the efficiency of the A3-coupling reaction. Moreover, the mechanistic investigations, including trapping experiments, confirmed the presence of superoxide radical (O2●[sbnd]) and holes (h+) as essential species to perform the considered reaction. Our methodical approach to the fabrication of Cys-CoFe/HK composite provided optimal conditions for improving previous studies and thus the industrial processes in environmentally sensitive areas.
CuSO4 nanoparticles loaded onto poly (toluenesulfonic acid-formaldehyde)/polyethyleneimine composites: An efficient retrievable catalyst for A3/decarboxylative A3 reactions
Jiang, Wei,Xu, Jinxi,Sun, Wei,Li, Yiqun
, (2021/01/20)
Using polymeric composite incorporated transition metal nanoparticles to promote various organic reactions has been found as one of the most powerful strategies in organic synthesis. In this paper, CuSO4 nanoparticles (CuSO4 NPs) anc
