- Synthesis of MCM-41 supported cobalt (II) complex for the formation of polyhydroquinoline derivatives
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A new and green heterogeneous MCM-41@PDCA-Co catalyst has been prepared via immobilization of cobalt (II) complex onto the surface of MCM-41. This was characterized by different techniques such as FT-IR, TEM, TGA, low angle Powder XRD, MP-AES and nitrogen
- Sharma, Saurabh,Singh, Udai P.,Singh
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supporting information
(2021/03/01)
-
- Cellulose matrix embedded copper decorated magnetic bionanocomposite as a green catalyst in the synthesis of dihydropyridines and polyhydroquinolines
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A new biopolymer-based magnetic nanocomposite was prepared and characterized by Fourier transform infrared (FT-IR) spectroscopy, energy-dispersive X-ray (EDX) analysis, scanning electron microscopy (SEM) and transmission electron microscopy (TEM) images,
- Maleki, Ali,Eskandarpour, Vahid,Rahimi, Jamal,Hamidi, Negar
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p. 251 - 260
(2019/01/03)
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- Surface modified SPIONs-Cr(VI) ions-immobilized organic-inorganic hybrid as a magnetically recyclable nanocatalyst for rapid synthesis of polyhydroquinolines under solvent-free conditions at room temperature
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In this work, a magnetic hybrid dichromate nanocomposite with triphenylphosphine surface modified superparamagnetic iron oxide nanoparticles (SPIONs) as a recyclable nanocatalyst was designed, prepared and characterized by Fourier transform infrared spect
- Maleki, Ali,Hamidi, Negar,Maleki, Saied,Rahimi, Jamal
-
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- Synthesis, characterization and heterogeneous catalytic application of a nickel(II) Schiff base complex immobilized on MWCNTs for the Hantzsch four-component condensation
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A nickel(II) Schiff base complex immobilized on multi-wall carbon nanotubes (MWCNTs) surface as a highly efficient heterogeneous catalyst was synthesized and characterized by IR, X-ray diffraction patterns, scanning electron microscopy, energy-dispersive
- Rakhtshah, Jamshid,Salehzadeh, Sadegh,Zolfigol, Mohammad Ali,Baghery, Saeed
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p. 340 - 360
(2016/12/23)
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- One-Pot Synthesis of 1,4-Dihydropyridine Derivatives Catalyzed by Silica-Coated Magnetic NiFe2O4 Nanoparticles-Supported H14[NaP5W30O110]
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Silica-coated magnetic NiFe2O4 nanoparticles-supported H14[NaP5W30O110] (NiFe2O4@SiO2-H14[NaP5W30O110]) was succ
- Maleki,Mofrad,Tayebee,Khojastehnezhad,Alinezhad,Rezaei Seresht
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p. 2922 - 2929
(2018/02/21)
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- Mild and green synthesis of tetrahydrobenzopyran, pyranopyrimidinone and polyhydroquinoline derivatives and DFT study on product structures
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The multicomponent synthesis of 4H-benzo[b]pyran, pyranopyrimidinone and polyhydroquinoline derivatives has been achieved using catalytic amounts of calcium hydrogen phosphate in aqueous medium as a green, inexpensive and environmentally benign media. The
- Bodaghifard, Mohammad Ali,Solimannejad, Mohammad,Asadbegi, Sajad,Dolatabadifarahani, Samira
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p. 1165 - 1179
(2016/04/26)
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- Poly(vinylpyrrolidinium) perchlorate as a new and efficient catalyst for the promotion of the synthesis of polyhydroquinoline derivatives via Hantzsch condensation
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A green approach for the promotion of the synthesis of Hantzsch products using poly(vinylpyrrolidinium) perchlorate {[PVPH]ClO4} as a new modified polymeric catalyst in the absence of solvent is reported. The title catalyst is easily prepared a
- Abedini, Masoumeh,Shirini, Farhad,Mousapour, Maryam
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p. 2303 - 2315
(2016/03/16)
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- Introduction of a novel nanosized N-sulfonated Br?nsted acidic catalyst for the promotion of the synthesis of polyhydroquinoline derivatives via Hantzsch condensation under solvent-free conditions
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In this research 4,4′-(butane-1,4-diyl)bis(1-sulfo-1,4-diazabicyclo[2.2.2]octane-1,4-diium)tetrachloride (NS-C4(DABCO-SO3H)2)·4Cl) as a new nano sized N-sulfonic acid was prepared and characterized using different types of methods including FT-IR, 1H NMR, 13C NMR, mass, XRD, TGA, SEM and AFM analysis. After the characterization of this reagent, it was efficiently used for the promotion of the one-pot synthesis of hexahydroquinolines via one-pot four-component condensation of aryl aldehydes, 1,3-cyclohexadione derivatives, β-ketoesters and ammonium acetate under solvent-free conditions. The procedure gave the products in excellent yields in short reaction times and good to high yields. Also this catalyst can be reused several times without loss of its catalytic activity.
- Goli-Jolodar, Omid,Shirini, Farhad,Seddighi, Mohadeseh
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p. 26026 - 26037
(2016/03/25)
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- Nano-zirconia as an excellent nano support for immobilization of sulfonic acid: A new, efficient and highly recyclable heterogeneous solid acid nanocatalyst for multicomponent reactions
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Nano-zirconia-supported sulfonic acid [nano-ZrO2-SO3H (n-ZrSA)] is synthesized by immobilizing sulfonic acid groups on the surface of nano zirconium dioxide to produce a novel heterogeneous reusable solid acid nanocatalyst. This new nanocatalyst is characterized by FT-IR spectroscopy, thermogravimetric analysis (TGA), X-ray diffraction (XRD), field emission scanning electron microscopy (FE-SEM), transmission electron microscopy (TEM), the Hammett acidity function and pH analysis. The introduced nano-zirconia-supported sulfonic acid is used as an efficient and recyclable catalyst for different heterocyclic multicomponent reactions such as the synthesis of hexahydroquinoline, 1,8-dioxo-decahydroacridine, polyhydroquinoline and 1,8-dioxo-octahydroxanthene derivatives. Optimization of the reaction conditions was studied using a central composite design (CCD) which is one of the most widely used response surface methodologies. The newly prepared heterogeneous solid acid nanocatalyst is easily separated and reusable for five cycles without any apparent loss of its catalytic activity, which confirmed the stability of the covalent bonding of the sulfonic acid groups. n-ZrSA has advantages such as its low cost, low toxicity, ease of preparation, good stability, high reusability and operational simplicity.
- Amoozadeh, Ali,Rahmani, Salman,Bitaraf, Mehrnoosh,Abadi, Fatemeh Bolghan,Tabrizian, Elham
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p. 770 - 780
(2016/01/12)
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- Tetraethylammonium 2-(carbamoyl)benzoate as a bifunctional organocatalyst for one-pot synthesis of Hantzsch 1,4-dihydropyridine and polyhydroquinoline derivatives
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Abstract: A green, convenient, and environment-friendly approach for the synthesis of biologically active Hantzsch 1,4-dihydropyridine and polyhydroquinoline derivatives in the presence of tetraethylammonium 2-(carbamoyl)benzoate, as an effective bifunctional metal-free catalyst, has been developed via a one-pot multicomponent reaction of various aldehydes, ethyl acetoacetate or cyclic 1,3-dicarbonyl compounds, and ammonium acetate in EtOH under reflux conditions. The proposed methodology is capable of providing the desired products in good to excellent yields and short reaction time with straightforward work-up and a low-cost procedure. Graphical abstract: [Figure not available: see fulltext.]
- Yarhosseini, Mahsa,Javanshir, Shahrzad,Dekamin, Mohammad G.,Farhadnia, Mohammad
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p. 1779 - 1787
(2016/09/28)
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- A new type of SO3H-functionalized magnetic-titania as a robust magnetically-recoverable solid acid nanocatalyst for multi-component reactions
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SO3H-functionalized magnetic-titania nanoparticles (Fe3O4@TDI@TiO2-SO3H) have been synthesized by a two-step procedure, involving the covalent grafting of n-TiO2 to n-Fe3O4via 2,4-toluene diisocyanate as a regioselective linker (n-Fe3O4@TDI@TiO2) and subsequent sulfonation using chlorosulfonic acid. The as-prepared nanocatalyst was characterized by Fourier transform infrared spectroscopy (FT-IR), thermogravimetric analysis (TGA), X-ray diffraction (XRD), field emission scanning electron microscopy (FE-SEM) and vibrating sample magnetometry (VSM). The catalytic activity of the nanocatalyst was assessed for the synthesis of benzimidazoquinazolinones and polyhydroquinolines, in which the reaction conditions were optimized by applying central composite design (CCD) through response surface methodology. The nanocatalyst could be separated from the reaction mixture easily by magnetic decantation and reused at least six times without a noticeable degradation in catalytic activity. To the best of our knowledge, there are no literature reports on applying experimental design to optimize the reaction conditions for benzimidazoquinazolinones synthesis.
- Tabrizian, Elham,Amoozadeh, Ali
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p. 96606 - 96615
(2016/10/24)
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- MoO2Cl2 catalyzed efficient synthesis of functionalized 3,4-dihydropyrimidin-2(1H)-ones/thiones and polyhydroquinolines: recyclability, fluorescence and biological studies
-
A simple, facile and efficient synthesis of functionalized dihydropyrimidinones and polyhydroquinolines using molybdenum(vi) dichloride dioxide (MoO2Cl2) has been developed. The present protocol demonstrates the exceptional tolerance
- Guggilapu, Sravanthi Devi,Prajapti, Santosh Kumar,Nagarsenkar, Atulya,Lalita, Guntuku,Naidu Vegi, Ganga Modi,Babu, Bathini Nagendra
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p. 838 - 843
(2016/01/12)
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- TiO2-coated magnetite nanoparticle-supported sulfonic acid as a new, efficient, magnetically separable and reusable heterogeneous solid acid catalyst for multicomponent reactions
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TiO2-coated magnetite nanoparticle-supported sulfonic acid (nano-Fe3O4-TiO2-SO3H (n-FTSA)) is synthesized by immobilizing -SO3H groups on the surface of nano-Fe3O4-TiO2. This catalyst can be isolated readily after completion of the reaction by an external magnetite field. The obtained results demonstrate the use of coated magnetite nanoparticles as an excellent new support for the facile recovery of sulfonic acid catalysts. The newly synthesized heterogeneous solid acid is characterized by X-ray diffraction (XRD), energy-dispersive X-ray spectroscopy (EDX), field emission scanning electron microscopy (FE-SEM), a vibrating sample magnetometer (VSM), FT-IR spectroscopy, thermal gravimetric analysis (TGA), Hammett acidity function and pH analysis. Significantly, the as-prepared n-FTSA exhibits a high catalytic activity for the synthesis of heterocyclic compounds such as 1,8-dioxo-decahydroacridine, 1,8-dioxo-octahydroxantene, hexahydroquinoline and polyhydroquinoline derivatives in multicomponent reactions. The magnetically separated n-FTSA can be magnetically separated and reused for several times without significant loss of activity. This confirms that the sulfonic acid groups have high stability. TiO2-coated magnetite nanoparticle-supported sulfonic acid has advantages such as low cost and toxicity, ease of preparation, magnetic separation, high stability, reusability and operational simplicity. This journal is
- Amoozadeh, Ali,Golian, Sanaz,Rahmani, Salman
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p. 45974 - 45982
(2015/06/08)
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- (NH4)2.5H0.5PW12O 40-catalyzed rapid and efficient one-pot synthesis of dihydropyridines via the Hantzsch reaction under solvent-free conditions
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A heterogeneous reaction with the ammonium salt of 12-tungstophosphoric acid as catalyst has been designed for synthesis of 1,4-dihydropyridine and polyhydroquinoline via the Hantzsch condensation. Molten tetrabutylammonium bromide ionic liquid was used a
- Ghattali, Seyyed Naeim,Saidi, Kazem,Khabazzadeh, Hojatollah
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p. 281 - 291
(2014/02/14)
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- Functionalized superparamagnetic Fe3O4as an efficient quasi-homogeneous catalyst for multi-component reactions
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Tetrabutylammonium valinate ionic liquid [NBu4][Val] supported on 3-chloropropyltriethoxysilane grafted superparamagnetic Fe3O4NPs (VSF) was synthesized and characterized by Fourier transform infrared spectroscopy (FTIR),
- Rajesh, U. Chinna,Divya,Rawat, Diwan S.
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p. 41323 - 41330
(2014/12/10)
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- Functionalized superparamagnetic Fe3O4 as an efficient quasi-homogeneous catalyst for multi-component reactions
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Tetrabutylammonium valinate ionic liquid [NBu4][Val] supported on 3-chloropropyltriethoxysilane grafted superparamagnetic Fe3O4 NPs (VSF) was synthesized and characterized by Fourier transform infrared spectroscopy (FTIR),
- Rajesh, U. Chinna,Divya,Rawat, Diwan S.
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p. 41323 - 41330
(2015/05/20)
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- Magnetic Fe3O4 nanoparticles: Efficient and recoverable nanocatalyst for the synthesis of polyhydroquinolines and Hantzsch 1,4-dihydropyridines under solvent-free conditions
-
A green approach for efficient and rapid synthesis of biologically active substituted Hantzsch 1,4-dihydropyridine and polyhydroquinoline derivatives using magnetic Fe3O4 nanoparticles (Fe3O 4 MNPs) as a recyclable catalyst under solvent-free conditions was reported. The catalyst was characterized by FT-IR, XRD, and TEM analysis. Compared to the classical reactions, this method consistently has the advantages of short reaction times, little catalyst loading, high yields, easy magnetic separation and reusability of the catalyst.
- Nasr-Esfahani, Masoud,Hoseini, S. Jafar,Montazerozohori, Morteza,Mehrabi, Rasool,Nasrabadi, Hasan
-
-
- Catalytic synthesis of polyhydroquinolines by lithium perchlorate in polyethylene glycol
-
An effcient synthesis or polyhydroquinolines is achieved via a four-component reaction of aldehydes, dimedone, ethyl acetoacetate, and ammonium acetate in one-pot in the presence of LiClO4 in polyethylene glycol (PEG). This procedure tolerates most of substrates and has the advantages of short routine, high yields, and low environmental impact.
- Wu, Chunlei,Shen, Runpu,Tao, Feifei,Gao, Xiaozhong,Deng, Liping,Zhou, Yubo
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p. 1243 - 1246
(2013/11/06)
-
- Cobalt triflate catalyzed one-pot synthesis of fluorophore 1,4-dihydropyridine derivatives via Hantzsch reaction
-
A wide variety of 1,4-dihydropyridines have been synthesized through one-pot condensation of aromatic aldehydes, β-ketoesters, cyclic 1,3-diones and ammonium acetate using cobalt triflate as a catalyst through Hantzsch reaction. Some of the salient features of the present protocol are shorter reaction time, mild reaction conditions, good yields, non-aqueous work-up, reusability of the catalyst and non-requirement of column chromatographic separation.
- Bagdi, Prasanta Ray,Basha, R. Sidick,Lal, Mohan,Misra, Rajkumar,Khan, Abu T.
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p. 1589 - 1598
(2014/01/17)
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- Hydromagnesite as an efficient recyclable heterogeneous solid base catalyst for the synthesis of flavanones, flavonols and 1,4-dihydropyridines in water
-
A form of hydromagnesite (HM) with flower-like thin-sheet morphology was synthesized by an environmentally benign approach using simple conventional heating at moderate temperature without using any template in water as medium. The versatility of this HM catalyst was studied in the synthesis of flavanones, flavonols and the multicomponent synthesis of 1,4-dihydropyridines in water. The recyclability of catalyst was studied for six times and there was no appreciable loss in its catalytic activity. Copyright
- Rajesh, U. Chinna,Manohar, Sunny,Rawat, Diwan S.
-
supporting information
p. 3170 - 3178
(2013/12/04)
-
- Vanadatesulfuric acid-catalyzed novel and eco-benign one-pot synthesis of polyhydroquinoline derivatives under solvent-free conditions
-
A novel and green approach for efficient and rapid synthesis of biologically active polyhydroquinoline derivatives via unsymmetric Hantzsch reaction using Vanadatesulfuric acid (VSA) as a new and recyclable catalyst under solvent-free conditions was repor
- Nasr-Esfahani, Masoud,Abdizadeh, Tooba
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p. 1249 - 1258
(2013/02/23)
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- Combined thiourea dioxidewater: An effective reusable catalyst for the synthesis of polyhydroquinolines via hantzsch multicomponent coupling
-
Thiourea dioxide in water was found to be an efficient and reusable organocatalytic system for the one-pot synthesis of polyhydroquinoline derivatives via the Hantzsch-type coupling of aldehyde, dimedone, acetoacetate, and ammonium acetate under mild reaction conditions. Operational simplicity, the use of an economically affordable catalyst, environmentally benign conditions, high product yields, and reusability of the catalyst system were the advantageous features of the developed method.
- Kumar, Neeraj,Verma, Sanny,Jain, Suman L.
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p. 920 - 922
(2012/10/29)
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- A novel, hetero geneous and recyclable polymeric catalyst for the one-pot synthesis of polyhy droquinoline and 1,8-dioxohexahydroacridine deriva tives under solvent-free conditions
-
An efficient, recyclable and environmental-friendly synthetic route to polyhdroquinoline and 1,8-dioxohexahydroacridine derivatives have been developed via multi-component one-pot Hantzsch reaction of various aldehydes and ammonium acetate with (a) cyclic
- Maleki, Behrooz,Tayebee, Reza,Sepehr, Zeinalabedin,Kermanian, Mina
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p. 814 - 823
(2013/02/22)
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- Enantiomeric recognition of racemic 4-aryl-1,4-dihydropyridine derivatives via chiralpak AD-H stationary phases
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The chromatographic chiral resolution of two new series of racemic 4-substituted-1,4-dihydropyridine derivatives was studied on a commercial Chiralpak AD-H column. Analytes without 5,5-dimethyl substituents (1-15) are more efficiently resolved than analyt
- Dai, Zhi,Pittman Jr., Charles U.,Li, Tingyu
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p. 854 - 859
(2012/11/07)
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- One-pot multi-component synthesis of polyhydroquinolines at ambient temperature
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An efficient and eco-friendly one-pot synthesis of polyhydroquinolines at ambient temperature from the multi-component reaction of aldehyde, 1,3-diketone, β-keto ester and ammonium acetate in ethanol medium is described. The probable mechanism of transformation is suggested. The features of this procedure are mild reaction conditions, no need of external catalyst, good yields and the operational simplicity at ambient temperature.
- Undale,Shaikh,Gaikwad,Pore
-
experimental part
p. 511 - 515
(2012/03/08)
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- P-toluene sulfonic acid catalyzed one-pot synthesis of unsymmetrical 1,4-dihydropyridines derivatives via hantzsch reaction
-
A simple, inexpensive and efficient one-pot synthesis of a series of unsymmetrical 1,4-dihydropyridines derivatives using p-toluene sulfonic acid as catalyst at room temperature was achieved in excellent yields from the four-component Hantzsch condensation reactions of various aromatic aldehydes, 1,3-cyclohexanedione, methyl acetoacetate (or ethyl acetoacetate) and ammonium acetate in a little methanol (or ethanol). The procedure possesses the advantages of short reaction time, high yields, an environmental friendly procedure as well as easy isolation of products.
- Peng, Hua-Nan,Peng, Xiao-Ming,Zheng, Da-Gui
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experimental part
p. 1833 - 1837
(2012/01/13)
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- Microwave-assisted copper(ii)-catalyzed one-pot four-component synthesis of multifunctionalized dihydropyridines
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A fast and highly efficient copper-catalyzed multicomponent synthesis of 1,4-dihydropyridines under microwave irradiation is described. The protocol utilizes mild reaction conditions with low catalytic loading, leading to high yields. This methodology pro
- Pasunooti, Kalyan Kumar,Nixon Jensen, Chantel,Chai, Hua,Leow, Min Li,Zhang, Da-Wei,Liu, Xue-Wei
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scheme or table
p. 577 - 581
(2010/08/19)
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- Broonsted acid ionic liquid [(ch2)4so 3hmim][hso4] as novel catalyst for one-pot synthesis of hantzsch polyhydroquinoline derivatives
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1-(4-Sulfonic acid)butyl-3-methylimidazolium hydrogen sulfate ([(CH2)4SO3HMIM][HSO4]) efficiently catalyzed a four-component Hantzsch reaction of aldehyde, ethylacetoacetate, dimedone, and ammonium acetate to afford the corresponding polyhydroquinoline de
- Heravi, Majid M.,Saeedi, Mina,Karimi, Narges,Zakeri, Masumeh,Beheshtiha, Yahya S.,Davoodnia, Abolghasem
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experimental part
p. 523 - 529
(2010/04/06)
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- A molybdenum(VI) complex as an efficient catalyst for the synthesis of dihydropyridines
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An efficient synthesis of various substituted Hantzsch-1,4-dihydropyridines and hexahydroquinolines, using a molybdenum(VI) complex as homogenous catalyst, from aldehydes, β-keto esters or cyclohexadiones and ammonium acetate in molten tetrabutyl ammonium
- Khabazzadeh, Hojatollah,Sheikhshoaie, Iran,Saeid-Nia, Samira
-
experimental part
p. 125 - 127
(2011/12/04)
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- Hafnium (IV) bis(perfluorooctanesulfonyl)imide complex catalyzed synthesis of polyhydroquinoline derivatives via unsymmetrical Hantzsch reaction in fluorous medium
-
A facile and efficient synthesis of polyhydroquinoline derivatives was reported via four-component condensation reaction of aldehydes, dimedone, active methylene compounds, and ammonium acetate in the presence of Hf(NPf2)4 in C10F18 at 60 °C. The method offers several advantages including high yields, short reaction time, simple work-up procedure and catalyst reusability.
- Hong, Mei,Cai, Chun,Yi, Wen-Bin
-
experimental part
p. 111 - 114
(2010/03/04)
-
- Efficient one-pot synthesis of polyhydroquinoline derivatives using silica sulfuric acid as a heterogeneous and reusable catalyst under conventional heating and energy-saving microwave irradiation
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An efficient Hantzsch four-component condensation reaction for the synthesis of polyhydroquinoline derivatives was reported under two conditions: solvent-free conventional heating and energy-saving microwave irradiation. The process is simple and environm
- Mobinikhaledi, Akbar,Foroughifar, Naser,Fard, Mohammad Ali Bodaghi,Moghanian, Hassan,Ebrahimi, Sattar,Kalhor, Mehdi
-
experimental part
p. 1166 - 1174
(2009/09/08)
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- 5-Pyrrolidin-2-yltetrazole-promoted one-pot hantzsch polyhydroquinoline synthesis using NH4HCO3 as nitrogen source
-
A straightforward and green synthesis of polyhydroquinoline derivatives was reported via a four-component coupling reaction of aldehydes, dimedone, active methylene compounds, and ammonium bicarbonate in the presence of 5-pyrrolidin-2-yltetrazole under solvent-free conditions. The method offers several advantages including high yields, an environmental friendly procedure, a short reaction time, and easy isolation of products.
- Su, Weike,Li, Jia,Li, Jianjun
-
experimental part
p. 860 - 863
(2009/04/04)
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- Efficient synthesis of Hantzsch esters and polyhydroquinoline derivatives in aqueous micelles
-
Hantzsch 1,4-dihydropyridine and polyhydroquinoline derivatives were synthesized in excellent yields in aqueous micelles. The reaction is catalyzed by PTSA and strongly accelerated by ultrasonic irradiation. Georg Thieme Verlag Stuttgart.
- Kumar, Atul,Maurya, Ram Awatar
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p. 883 - 885
(2008/12/22)
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- Ceric Ammonium Nitrate (CAN) catalyzes the one-pot synthesis of polyhydroquinoline via the Hantzsch reaction
-
A facile and efficient one-pot synthesis of high yields of polyhydroquinoline derivatives at ambient temperature using Ceric Ammonium Nitrate (CAN) as catalyst via the Hantzsch reaction was reported. The process is simple and environmentally benign and th
- Ko, Shengkai,Yao, Ching-Fa
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p. 7293 - 7299
(2007/10/03)
-
- Molecular iodine-catalyzed one-pot synthesis of 4-substituted-1,4- dihydropyridine derivatives via Hantzsch reaction
-
A simple, inexpensive and efficient one-pot synthesis of 1,4-dihydropyridine derivatives at room temperature using catalytic amount of iodine were reported with excellent product yields. An easy access to various substituted 1,4-dihydropyridine derivative
- Ko, Shengkai,Sastry,Lin, Chunchi,Yao, Ching-Fa
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p. 5771 - 5774
(2007/10/03)
-