- Nano and Sub-nano Gold–Cobalt Particles as Effective Catalysts in the Synthesis of Propargylamines via AHA Coupling
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Abstract: Titania supported Au–Co catalysts with nano- and sub-nanoparticles, were prepared with 1% Au and different contents of cobalt by one pot deposition precipitation with urea. Monometallic gold and cobalt catalysts were also prepared by the same me
- Bensaad, Meriem,Berrichi, Amina,Bachir, Redouane,Bedrane, Sumeya
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- Well-defined dinuclear silver phosphine complexes based on nitrogen donor ligand and their high efficient catalysis for A3-coupling reaction
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Nitrogen donor ligands HL1, HL3, HL4 and their silver complexes 1·OTf–4·OTf are prepared and fully characterized. Treatment of HL1-HL4 with AgOTf (OTf??=?triflato) in presence of base Etsu
- Chen, Jing-Jing,Gan, Zhi-Liang,Huang, Qi,Yi, Xiao-Yi
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- Supported nano gold catalyzed three-component coupling reactions of amines, dichloromethane and terminal alkynes (AHA)
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A simple and efficient method for the synthesis of pharmaceutically relevant propargylamines through one-pot three-component coupling reactions of amines, CH2Cl2, and terminal alkynes (AHA) using nano Au/CeO2 as a heteroge
- Berrichi, Amina,Bachir, Redouane,Benabdallah, Mohamed,Choukchou-Braham, Noureddine
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- Single and double A3-coupling (aldehyde-amine-alkyne) reaction catalyzed by an air stable copper(I)-phosphole complex
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An air stable copper(I)-phosphole complex, [CuCl{2,5-bis(2-thienyl)-1-phenylphosphole}2] (1), was utilized as a catalyst in single and double A3-coupling reactions for preparing mono- and bi-propargylamines. A variety of aldehydes, a
- Cammarata, José Ricardo,Rivera, Rocío,Fuentes, Franmerly,Otero, Yomaira,Ocando-Mavárez, Edgar,Arce, Alejandro,Garcia, Juan M.
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- SYNTHESE DE BASES DE MANNICH ACETYLENIQUES CYCLIQUES
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Terminal acetylenes can be converted in excellent yields into Mannich bases by reacting them with gem-aminoethers instead of formaldehyde and secondary amine.This provides a possibility of preparing cyclic aminoacetylenes from ω-acetylenic secondary amine
- Epsztein, Roland,Goff, Nicole Le
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- Mild and efficient synthesis of propargylamines by copper-catalyzed Mannich reaction
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Terminal alkynes can be condensed with aqueous formaldehyde and primary or secondary amines to give secondary and tertiary propargylamines. The reaction is best carried out in DMSO under CuI catalysis. Terminal alkynes undergo mild and efficient aminomethylation with aqueous formaldehyde and secondary amines under CuI catalysis. In most cases high to nearly quantitative yields of tertiary propargylamines are obtained in DMSO solution at room temperature. Aromatic, aliphatic and silylated acetylenes as well as alkynols can be used. Primary amines are less reactive and satisfactory yields of secondary propargylamines are obtained only with phenylacetylene.
- Bieber, Lothar W.,Da Silva, Margarete F.
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- Nano-Fe3O4@TiO2/Cu2O Core-shell Composite: A Convenient Magnetic Separable Catalyst for A3 and KA2 Coupling
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An eco-efficient one-pot three component reaction between different aldehydes or ketones with alkynes and amines for the synthesis of propargylamines was performed using Fe3O4@TiO2/Cu2O as a nano-magnetic composite under solvent free condition. The catalyst showed remarkable catalytic activity by decreasing the time of the reaction in comparison of other reported magnetic catalysts. In addition, the Fe3O4@TiO2/Cu2O can be easily recycled and reutilized for five times without apparent loss of catalytic activity.
- Elhampour, Ali,Nemati, Firouzeh
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- Ultrasonic and bio-assisted synthesis of Ag@HNTs-T as a novel heterogeneous catalyst for the green synthesis of propargylamines: A combination of experimental and computational study
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A novel heterogeneous catalyst is prepared through functionalization of halloysite nanotube with 1H-1,2,3-triazole-5-methanol and subsequent immobilization of silver nanoparticles through bio-assisted approach using Arctiumplatylepis extract. The resulting catalyst, Ag@HNTs-T, was characterized by using SEM/EDX, BET, XRD, FTIR, ICP-AES, TGA, DTGA and elemental mapping analysis. Moreover, we computationally assessed metal-ligand interactions in Ag@HNTs-T complex model to interpret the immobilization behavior of silver nanoparticles on HNTs surface via quantum chemistry computations. The catalytic activity of the catalyst was studied for the synthesis of propargylamines via A3 and KA2 coupling reactions under ultrasonic irradiation. The results demonstrated that Ag@HNTs-T could efficiently promote these reactions to furnish the corresponding products in high yields and short reaction times. The study of the recyclability of the catalyst and Ag(0) leaching confirmed that the catalyst was recyclability up to four reaction runs with slight Ag(0) leaching.
- Malmir, Masoumeh,Heravi, Majid M.,Sadjadi, Samahe,Hosseinnejad, Tayebeh
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- Catalytic Activity of Cationic and Neutral Silver(I)-XPhos Complexes with Nitrogen Ligands or Tolylsulfonate for Mannich and Aza-Diels-Alder Coupling Reactions
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Cationic and neutral silver(I)-L complexes (L=Buchwald-type biaryl phosphanes) with nitrogen co-ligands or organosulfonate counter ions have been synthesised and characterised through their structural and spectroscopic properties. At room temperature, both cationic and neutral silver(I)-L complexes are extremely active catalysts in the promotion of the single and double A3 coupling of terminal (di)alkynes, pyrrolidine and formaldehyde. In addition, the aza-Diels-Alder two- and three-component coupling reactions of Danishefsky's diene with an imine or amine and aldehyde are efficiently catalysed by these cationic or neutral silver(I)-L complexes. The solvent influences the catalytic performance due to limited complex solubility or solvent decomposition and reactivity. The isolation of new silver(I)-L complexes with reagents as ligands lends support to mechanistic proposals for such catalytic processes. The activity, stability and metal-distal arene interaction of these silver(I)-L catalysts have been compared with those of analogous cationic gold(I) and copper(I) complexes.
- Grirrane, Abdessamad,lvarez, Eleuterio,Garca, Hermenegildo,Corma, Avelino
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- Construction of four copper coordination polymers derived from a tetra-pyridyl-functionalized Calix[4]arene: Synthesis, structural diversity, and catalytic applications in the A3 (Aldehyde, Alkyne, and Amine) coupling reaction
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Solvothermal reactions of CuX2 (X = NO3, Cl, Br, I) with tetra-pyridyl-functionalized calix[4]arene at 130 °C afforded four novel coordination polymers, {[(CuNO3)2L]·MeOH}n (1), [(CuCl2)-L0.5]n (2), [(Cu3Br3)L]n (3), and [(Cu3I3)L]n (4), where L = 25,26,27,28-tetra[(3-pyridylmethyl)oxy]calix[4]arene. All the products were characterized by infrared spectroscopy, thermogravimetric analysis, single-crystal X-ray diffraction, and powder X-ray diffraction. Crystal structure analysis reveals that 1 holds a one-dimensional (1D) double-chain constructed by mononuclear [Cu(NO3)] units and L linkers, while 2 features a 1D chain and its bowl-shaped L ligands work as linkers to connect the dinuclear [Cu2Cl4] units. Compounds 3 and 4 bear similar two-dimensional networks, in which each trinuclear [Cu3Br3]/[Cu3I3] unit works as a three-connecting node to connect its six equivalents by sharing L ligands. These results demonstrate that different anions have a significant effect on the final structure formation. Compounds 1?4 were employed as catalysts for the A3 coupling reaction under microwave irradiation. Notably, 3 showed the best catalytic properties for the synthesis of versatile propargylamines (yield up to 94% in only 10 min) from the A3 reaction of formaldehyde with a variety of alkynes and amines.
- Yu, Cai-Xia,Hu, Fei-Long,Liu, Meng-Yu,Zhang, Cai-Wen,Lv, Yun-He,Mao, Shu-Kuan,Liu, Lei-Lei
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- Silver nanoparticles supported by novel nickel metal-organic frameworks: An efficient heterogeneous catalyst for an A3 coupling reaction
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A novel heterogeneous catalyst of silver nanoparticles was prepared by using a nickel metal-organic framework (Ni-MOF) as a template. The catalyst has a very high catalytic activity and a strict structural selectivity towards linear aliphatic aldehydes in
- Wang, Sujing,He, Xiaoxiao,Song, Lexin,Wang, Zhiyong
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- Decavanadate-based Transition Metal Hybrids as Bifunctional Catalysts for Sulfide Oxidation and C—C Bond Construction
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The development of bifunctional catalysts has drawn much attention in realizing efficient and feasible catalytic systems to meet the diverse demand of potential industrial applications. Design of stable and powerful bifunctional catalysts for various cata
- Chen, Yifa,Duan, Wenzeng,Gong, Shuwen,Gu, Xiaoyu,Huang, Xianqiang,Qi, Yuquan,Shen, Guodong,Xue, Zechun,Yang, Bingchuan,Zhang, Yanru
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- Heterogeneous bimetallic Au–Co nanoparticles as new efficient catalysts for the three-component coupling reactions of amines, alkynes and CH2Cl2
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Abstract: Propargylamines are key intermediates for the synthesis of many biologically active molecules. A new synthesis of propargylamines via a three component-coupling reactions of amines, alkynes and dichloromethane (AHA) using bimetallic nanoparticle
- Berrichi,Bachir,Bedrane,Choukchou-Braham,Belkacemi
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- Ag-doped nano magnetic γ-Fe2O3@DA core-shell hollow spheres: An efficient and recoverable heterogeneous catalyst for A3 and KA2 coupling reactions and [3 + 2] cycloaddition
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An effective protocol for the fabrication of Ag-doped nano magnetic γ-Fe2O3@DA core-shell hollow spheres (h-Fe2O3@DA/Ag) by a simple hydrothermal method is demonstrated without any templates in the reaction system. The synthesized core-shell structure was successfully characterized in terms of the chemical composition, surface morphology, and magnetic properties using FT-IR, VSM, TGA, TEM, FE-SEM, EDS, and XRD patterns. The possible formation mechanism of this magnetic γ-Fe2O3@DA/Ag hollow sphere structure is described based on the experimental results. In addition, as a physical property, the apparent shell density was determined using the specific surface area (BET) and shell thickness (BJH). The important, novel and unique catalyst with a hollow structural character and strong magnetic behavior exhibited a high catalytic activity in the A3 and KA2 coupling reactions and [3 + 2] cycloaddition for the synthesis of 1H-tetrazoles. Furthermore, the recovered catalyst of the reaction mixture was facilitated by a magnetic field and multiple recycling was carried out without any significant loss in the catalytic activity.
- Elhampour,Malmir,Kowsari,Boorboor Ajdari,Nemati
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- Deactivation of cationic CuI and AuI catalysts for A3 coupling by CH2Cl2: Mechanistic implications of the formation of neutral CuI and AuI chlorides
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Care should be exercised when using CH2Cl2 as a solvent for reactions in which amines are a reagent, since undesirable deactivation of cationic copper(I) and gold(I) catalysts to form the corresponding inactive neutral chloride complexes [LMCl] (M=Cu or Au) can occur as a result of the generation of hydrogen chloride in the medium. CuI and AuI deactivation has been proved for the Mannich three-component coupling reaction. A series of CuI and AuI complexes with potential mechanistic implications were isolated and characterized by X-ray crystallography.
- Grirrane, Abdessamad,álvarez, Eleuterio,García, Hermenegildo,Corma, Avelino
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- Gram-Scale Synthesis of Cu(II)@COF via Solid-State Coordination Approach for Catalysis of Alkyne-Dihalomethane-Amine Coupling
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A novel covalent organic framework material COF-DM, which contains chelating coordination environments, was synthesized at the gram level under mild conditions. In addition, its Cu(II)-loaded complex of Cu(II)@COF-DM was prepared by impregnating COF-DM in
- Kan, Xuan,Wang, Jian-Cheng,Kan, Jing-Lan,Shang, Jin-Yan,Qiao, Hua,Dong, Yu-Bin
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p. 3393 - 3400
(2021/03/08)
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- N-Heterocyclic Carbene-Protected Ag Nanoparticles Immobilized on Polyacrylonitrile Fiber as Efficient Catalysts for a Three-Component Coupling Reaction
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Metal nanoparticles (NPs) are routinely stabilized by the introduction of capping agents or their distribution on supports. In this context, we report the preparation and characterization of N-heterocyclic carbene (NHC)-stabilized silver NPs supported on
- Cao, Jian,Tian, Hongqi
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supporting information
p. 1561 - 1569
(2018/06/26)
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- Recyclable Cu/C3N4 composite catalyzed AHA/A3 coupling reactions for the synthesis of propargylamines
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The heterogeneous Cu/C3N4 catalyst was found to be efficient for the synthesis of propargylamines using a three-component coupling reaction of alkynes, CH2Cl2 and amines (AHA) without additional base. Moreover,
- Xu, Hang,Wang, Jun,Wang, Peng,Niu, Xiyu,Luo, Yidan,Zhu, Li,Yao, Xiaoquan
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p. 32942 - 32947
(2018/10/15)
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- Copper(II)-Schiff Base Complex-Functionalized Polyacrylonitrile Fiber as a Green Efficient Heterogeneous Catalyst for One-Pot Multicomponent Syntheses of 1,2,3-Triazoles and Propargylamines
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A series of copper(II)-Schiff bases-functionalized polyacrylonitrile fiber catalysts were successfully prepared using copper acetate as copper source and characterized by elemental analysis, fourier-transfer infrared spectroscopy, ultraviolet-visible spectroscopy, X-ray photoelectron spectroscopy and inductively coupled plasma analysis. Excellent physical strength and thermal stability of the fiber catalysts were demonstrated by scanning electron microscopy, X-ray diffraction, thermogravimetric/differential scanning calorimetry analysis and mechanical strength measurements. Furthermore, these catalysts were successfully applied to one-pot multicomponent copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction and aldehyde, alkyne, amine (A3) coupling reaction in which the influences of different substituent groups on the catalytic activities of fiber catalysts were investigated in detail. Among them, the bis[N-ethyl-3,5-di-tert-butyl-salicylideneiminato]copper(II)-functionalized polyacrylonitrile fiber (PANS2F?Cu) as a green, efficient catalyst exhibited the best catalytic activity for its high hydrophobic micro-environment can aggregate the reactants to the catalytic sites and accelerate the reaction. In addition, the PANS2F?Cu has performed well in scaled-up experiment and shown excellent recyclability (at least ten times), and these enable it to have great potential for further applications. (Figure presented.).
- Li, Pengyu,Liu, Yuanyuan,Wang, Lu,Xiao, Jian,Tao, Minli
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p. 1673 - 1684
(2018/03/21)
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- Green bio-based synthesis of Fe2O3@SiO2-IL/Ag hollow spheres and their catalytic utility for ultrasonic-assisted synthesis of propargylamines and benzo[b]furans
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A novel magnetic hybrid system containing nano-magnetic Fe2O3 hollow spheres, silica shell, [pmim]Cl ionic liquid and silver nanoparticles was synthesized and characterized. The silver nanoparticles were prepared via biosynthesis usi
- Sadjadi, Samahe,Heravi, Majid M.,Malmir, Masoumeh
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- Naked Au nanoparticles monodispersed onto multifunctional cellulose nanocrystal-graphene hybrid sheets: Towards efficient and sustainable heterogeneous catalysts
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A simple, clean, and efficient synthesis method has been developed for deposition of ~3 nm monodisperse "naked" gold nanoparticles (Au NPs) onto cellulose nanocrystal-graphene (CNC-G) hybrid sheets without the use of additional reducing and capping agents. The as-prepared catalysts (Au@CNC-G) were examined using FT-IR spectroscopy, thermogravimetric analysis (TGA), atomic force microscopy, electron microscopy, wide-angle X-ray diffraction, and X-ray photoelectron spectroscopy (XPS). After some optimization, the Au@CNC-G catalyst exhibited robust catalytic activity, impressive stability, and good flexibility for the "one-pot" reaction of an alkyne, an amine, and an aldehyde (A3-coupling) in water. The catalytic activity of the Au@CNC-G catalyst could be attributed to the synergistic effect derived from the coexistence of CNC and graphene. The Au3+ ions could be in situ reduced to create fine Au NPs and simultaneously anchored on the surface of CNC-G hybrid sheets through coordination, leading to the uniform dispersion of the Au NPs. Moreover, the Au@CNC-G catalyst could be conveniently recycled and reused many times, thus lowering the cost and minimizing the environmental pollution caused by organic solvents and heavy metal ions.
- Wang, Yameng,Zhang, Huinian,Lin, Xiangjun,Chen, Shuai,Jiang, Zhongjie,Wang, Junzhong,Huang, Jianlin,Zhang, Fang,Li, Hexing
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p. 2197 - 2203
(2018/02/07)
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- Methods for Preparating Propargylamines through Metal-Free Decarboxylative Three-Component Coupling Reaction
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The present invention relates to a method for producing propargylamine or derivatives thereof through a decarboxylative reaction without using a metal catalyst by making alkynyl carboxylic acid, aldehyde and amine react. According to the method of the pre
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Paragraph 0132-0134
(2016/10/09)
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- Continuous flow reactions in water for the synthesis of propargylamines via a metal-free decarboxylative coupling reaction
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Abstract A range of propargylamines was synthesized via the metal-free decarboxylative coupling of alkynyl carboxylic acids with amines and paraformaldehyde in water, using a continuous flow reaction system. Aryl- and alkyl-substituted propiolic acids were found to react with secondary amines in the presence of paraformaldehyde, at 140°C in water to give the desired propargylamines in good yield.
- Jung, Bongkyun,Park, Kyungho,Song, Kwang Ho,Lee, Sunwoo
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p. 4697 - 4700
(2015/07/28)
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- Cu2O/nano-CuFe2O4: A novel and recyclable magnetic catalyst for three-component coupling of carbonyl compounds-alkynes-amines under solvent-free condition
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Cu2O/nano-CuFe2O4 magnetic composite with different loadings of Cu2O has been synthesized by feasible and low-cost method. The as-prepared composite was fully characterized by FT-IR, XRD, FEG-SEM, EDS and VSM analyzer. The catalytic activity of magnetic composite for synthesis of propargylamines was evaluated. The catalyst has many obvious advantages and easily separated via an external magnet. It can be reused for five successive runs.
- Nemati, Firouzeh,Elhampour, Ali,Farrokhi, Hadi,Bagheri Natanzi, Mahshid
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- Silica nanospheres supported diazafluorene iron complex: An efficient and versatile nanocatalyst for the synthesis of propargylamines from terminal alkynes, dihalomethane and amines
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We present the synthesis of an efficient heterogeneous silica nanosphere supported iron catalyst (SiO2@APTES@DAFO-Fe) and its catalytic application in a one pot three-component coupling reaction of terminal alkynes, dihalomethane and secondary
- Sharma,Sharma, Shivani,Gaba, Garima
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p. 49198 - 49211
(2014/12/11)
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- Catalyst-free activation of methylene chloride and alkynes by amines in a three-component coupling reaction to synthesize propargylamines
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Propargylamines are synthesized via metal-free activation of the C-halogen bond of dihalomethanes and the C-H bond of terminal alkynes in a three-component coupling without catalyst or additional base and under mild reaction conditions. The dihalomethanes
- Rawat, Vikas S.,Bathini, Thulasiram,Govardan,Sreedhar, Bojja
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supporting information
p. 6725 - 6729
(2014/08/18)
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- Metal-free decarboxylative three-component coupling reaction for the synthesis of propargylamines
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A metal-free decarboxylative three-component coupling reaction was developed. When alkynyl carboxylic acids, paraformaldehyde, and amines were reacted in CH3CN at 65 °C for 3 h, the desired propargylamines were obtained in good yields. This coupling reaction also showed good yield in water solvent. This reaction showed higher selectivity toward alkynyl carboxylic acids than a terminal alkyne.
- Park, Kyungho,Heo, Yumi,Lee, Sunwoo
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supporting information
p. 3322 - 3325
(2013/07/26)
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- Efficient one-pot synthesis of propargylamines from Mannich bases through a retro-Mannich-type fragmentation
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An efficient one-pot synthesis of propargylamines is achieved by copper-catalyzed coupling of phenylacetylenes with Mannich bases through a chlorine(1+) or bromine(1+) ion-initiated retro-Mannich-type fragmentation under mild conditions. The Mannich bases are easily prepared from an electron-rich phenol, formaldehyde, and an amine. The protocol provides an appealing alternative for the construction of propargylamines by a simple one-pot procedure. Georg Thieme Verlag Stuttgart - New York.
- Zhu, Yefeng,Zhao, Huishuang,Wei, Yunyang
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p. 952 - 958
(2013/05/09)
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- Nickel-catalyzed three-component coupling reaction of terminal alkynes, dihalomethane and amines to propargylamines
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Direct C - H and C - halogen activation is an important and practical task in C - C, C - N bond formation reactions using alkynes. Propargylic amines are synthetically versatile intermediates for the preparation of many nitrogen-containing biologically ac
- Lanke, Satish R.,Bhanage, Bhalchandra M.
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p. 729 - 733
(2013/12/04)
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- A3-Coupling catalyzed by robust Au nanoparticles covalently bonded to HS-functionalized cellulose nanocrystalline films
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We decorated HS-functionalized cellulose nanocrystallite (CNC) films with monodisperse Au nanoparticles (AuNPs) to form a novel nanocomposite catalyst AuNPs@HS-CNC. The uniform, fine AuNPs were made by the reduction of HAuCl4 solution with thiol (HS-) group-functionalized CNC films. The AuNPs@HS-CNC nanocomposites were examined by X-ray photoelectron spectroscopy (XPS), TEM, ATR-IR and solid-state NMR. Characterizations suggested that the size of the AuNPs was about 2-3 nm and they were evenly distributed onto the surface of CNC films. Furthermore, the unique nanocomposite Au@HS-CNC catalyst displayed high catalytic efficiency in promoting three-component coupling of an aldehyde, an alkyne, and an amine (A3-coupling) either in water or without solvent. Most importantly, the catalyst could be used repetitively more than 11 times without significant deactivation. Our strategy also promotes the use of naturally renewable cellulose to prepare reusable nanocomposite catalysts for organic synthesis.
- Huang, Jian-Lin,Gray, Derek G.,Li, Chao-Jun
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p. 1388 - 1396
(2013/08/23)
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- PROPARGYLAMINE SYNTHESIS USING A COPPER (I) CATALYSED THREE COMPONENT COUPLING REACTION
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The present invention relates to a three component coupling reaction. In this reaction a terminal alkyne or a salt thereof, a geminal dihalide and a primary or secondary amine are reacted in the presence of a copper (I) catalyst to produce a propargylamin
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Page/Page column 10; 12
(2012/02/01)
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- Mannich reactions of alkynes: Mechanistic insights and the role of sub-stoichiometric amounts of alkynylcopper(I) compounds in the catalytic cycle
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Yellow polymeric alkynylcopper(I) compounds observed in the three-component Mannich reactions of alkynes, secondary amines and aldehydes are shown to be pre-catalysts that give rise to catalytic copper(I) alkyne complexes by interaction with secondary amines (see scheme). Interaction of these complexes with iminium ions (formed from aldehydes or their equivalents, including CH 2Cl2), results in the formation of Mannich bases in high yields. Copyright
- Buckley, Benjamin R.,Khan, Amna N.,Heaney, Harry
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supporting information; experimental part
p. 3855 - 3858
(2012/05/20)
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- Cobalt-catalyzed alkyne-dihalomethane-amine coupling: An efficient route for propargylamines
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A cobalt-catalyzed three-component coupling of terminal alkynes, dihalomethanes, and amines was developed. This method offers an efficient way for propargylamines via the dual activation of C-H and C-halogen bond. The reaction uses cheap CoBr2
- Tang, Yanchi,Xiao, Tiebo,Zhou, Lei
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supporting information
p. 6199 - 6201,3
(2012/12/12)
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- Efficient iron(iii)-catalyzed three-component coupling reaction of alkynes, CH2Cl2 and amines to propargylamines
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An iron(iii)-catalyzed three-component coupling reaction of alkynes, CH2Cl2 and amines was developed for facile synthesis of propargylamines. Preliminary mechanism investigation using in situ FT-IR reveals that the crucial Fe-acetyli
- Gao, Jian,Song, Qing-Wen,He, Liang-Nian,Yang, Zhen-Zhen,Dou, Xiao-Yong
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supporting information; experimental part
p. 2024 - 2026
(2012/03/27)
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- Copper-catalyzed three-component coupling of terminal alkyne, dihalomethane and amine to propargylic amines
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The direct C-H and C-halogen activation for C-C bond formation is one of the most interesting reactions in organic chemistry. C-C bond formation using alkynes as a carbon nucleophilic source is a very useful method in synthesis. Herein, a copper(I) chlori
- Yu, Dingyi,Zhang, Yugen
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experimental part
p. 163 - 169
(2011/03/22)
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- Nano indium oxide catalyzed efficient synthesis of propargylamines via C-H and C-Cl bond activations
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A simple, and efficient nano In2O3 catalyzed one-pot three-component coupling of terminal alkyne, dichloromethane, and secondary amine has been developed for the synthesis of propargylamines under mild reaction conditions. The cataly
- Rahman, Matiur,Bagdi, Avik Kr.,Majee, Adinath,Hajra, Alakananda
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experimental part
p. 4437 - 4439
(2011/09/19)
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- A simple method for the preparation of propargylamines using molecular sieve modified with copper(II)
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A new, heterogeneous, 4 A molecular sieve-supported copper(ii) catalyst was developed and was used successfully in the A3 coupling of alkynes, aldehydes and amines under simple reaction conditions.
- Fodor, Anna,Kiss, Arpad,Debreczeni, Nora,Hell, Zoltan,Gresits, Ivan
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experimental part
p. 4575 - 4581
(2010/11/19)
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- Effects of a flexible alkyl chain on an imidazole ligand for copper-catalyzed mannich reactions of terminal alkynes
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Copper-catalyzed Mannich reactions of terminal alkynes and secondary amines with aqueous formaldehyde can be accelerated by the use of a catalytic amount of an imidazole ligand carrying a long alkyl chain. The alkyl chain shows an efficient steric effect
- Okamura, Takaaki,Asano, Keisuke,Matsubara, Seijiro
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experimental part
p. 3053 - 3056
(2011/02/25)
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- Microwave assisted Mannich reaction of terminal alkynes on alumina
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Terminal alkynes, secondary amines, and formaldehyde undergo a Mannich reaction at room temperature in the presence of CuCl on Al2O3 without any organic solvent as reaction medium. The reaction can be promoted by microwave irradiatio
- Sharifi, Ali,Farhangian, Hossein,Mohsenzadeh, Farshid,Naimi-Jamal
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p. 199 - 204
(2007/10/03)
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- A New General Method for the Synthesis of Tertiary Propargylamines (N,N-Dialkyl-2-alkynamines)
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A new method has been developed for the preparation of propargylamines, compounds of pharmaceutical interest.The method employs mild conditions, affords good overall yields, and is succesfully applied even in cases where other methods fail.
- Katritzky, Alan R.,Gallos, John K.,Yannakopoulou, Konstantina
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