- Cu(II) immobilized on mesoporous organosilica as an efficient and reusable nanocatalyst for one-pot Biginelli reaction under solvent-free conditions
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Cu(II) immobilized on mesoporous organosilica nanoparticles (Cu2+@MSNs-(CO2 ?)2) has been synthesized, as a inorganic–organic nanohybrid catalyst, through a post-grafting approach. Its characterization is carrie
- Nasresfahani, Zahra,Kassaee, Mohammad Zaman
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- Zirconia Sulfuric Acid: An Efficient Heterogeneous Catalyst for the One-Pot Synthesis of 3,4-Dihydropyrimidinones Under Solvent-Free Conditions
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Abstract: In this article, zirconia sulfuric acid (ZrSA) has been synthesized from the reaction of ZrO2 with chlorosulfonic acid. It was characterized by (FT-IR, XRD, TGA, SEM, EDS, BET, BJH, ICP and pH analysis). This catalyst was employed for
- Hosseini, Maliheh M.,Kolvari, Eskandar,Koukabi, Nadiya,Ziyaei, Maryam,Zolfigol, Mohammad Ali
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- Phenylboronic acid as a mild and efficient catalyst for Biginelli reaction
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The synthesis of 3,4-dihydropyrimidinone derivatives was achieved in good to excellent yields using phenylboronic acid as catalyst to promote the Biginelli three-component condensation of a diversity of aromatic aldehydes, ethyl acetoacetate and urea or t
- Debache, Abdelmadjid,Boumoud, Boudjemaa,Amimour, Mouna,Belfaitah, Ali,Rhouati, Salah,Carboni, Bertrand
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- Zirconium(IV) chloride catalyzed one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones
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Zirconium tetrachloride catalyzes efficiently the three component condensation reaction of an aromatic aldehyde, a β-ketoester and urea in refluxing ethanol to afford the corresponding dihydropyrimidinone in high yield.
- Reddy, Ch.Venkateshwar,Mahesh,Raju,Babu, T.Ramesh,Reddy, V.V.Narayana
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Read Online
- Magnetic Silica-Coated Picolylamine Copper Complex [Fe3O4@SiO2@GP/Picolylamine-Cu(II)]-Catalyzed Biginelli Annulation Reaction
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An efficient and heterogeneous novel magnetic silica-coated picolylaminecopper complex [Fe3O4@SiO2@GP/Picolylamine-Cu(II)] was synthesized, characterized, and employed as a magnetically recoverable nanocatalyst in Biginelli condensation for the preparatio
- Rezayati, Sobhan,Kalantari, Fatemeh,Ramazani, Ali,Sajjadifar, Sami,Aghahosseini, Hamideh,Rezaei, Aram
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p. 992 - 1010
(2022/01/11)
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- Fabrication of porous ultrathin carbon nitride nanosheet catalysts with enhanced photocatalytic activity for N- And O-heterocyclic compound synthesis
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A simple and efficient photocatalytic method for the synthesis of dihydropyrimidinones (DHPMs) and their derivatives via porous ultrathin carbon nitride nanosheets (p-CNNs) without solvents was demonstrated. The yields of 3,4-dihydropyrimidin-2(1H)-ones/t
- Li, Yancong,Ma, Jiliang,Liu, Zhendong,Jin, Dongnv,Jiao, Gaojie,Guo, Yanzhu,Wang, Qiang,Zhou, Jinghui,Sun, Runcang
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p. 365 - 372
(2021/01/11)
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- Poly(N-vinyl-2-pyrrolidone)-supported ferric chloride: An effective reusable heterogeneous catalyst for one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones via three-component Biginelli reaction
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An environmentally benign three-component Biginelli protocol for the one-pot synthesis of substituted 3,4-dihydropyrimidin-2(1H)-ones/thiones using an accessible, nontoxic, easy to handle, and recoverable macromolecular Lewis acidic catalyst is developed.
- Donyapeyma, Ghazaleh,Rahmatpour, Ali
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- Sulfonic Acid and Ionic Liquid Functionalized Covalent Organic Framework for Efficient Catalysis of the Biginelli Reaction
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A quinoline-linked and ionic liquid-decorated covalent organic framework was prepared by incorporation of a multicomponent Povarov reaction and postsynthetic modification. The imidazolium and sulfonic acid-decorated COF-IM-SO3H can be a highly efficient B
- Yao, Bing-Jian,Wu, Wen-Xiu,Ding, Luo-Gang,Dong, Yu-Bin
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p. 3024 - 3032
(2021/02/05)
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- RETRACTED ARTICLE: Boric acid in magnetized water: Clean and powerful media for synthesis of 3,4-dihydropyrimidin-2(1: H)-ones
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Water was magnetized via an external magnetic field and employed, for the first time, as a solvent in green preparation of 3,4-dihydropyrimidin-2(1H)-ones by the one-pot three-component condensation reaction using boric acid as a catalyst. Shorter reactio
- Khakyzadeh, Vahid,Moosavi-Zare, Ahmad Reza,Sheikhaleslami, Sahra,Ehsani, Amir,Sediqi, Salbin,Rezaei-Gohar, Mohammad,Jalilian, Zahra
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p. 22751 - 22755
(2021/07/21)
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- Photo-oxidation coupled Kabachnik-Fields and Bigenelli reactions for direct conversion of benzyl alcohols to α-aminophosphonates and dihydropyrimidones
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A tandem one-pot solvent free approach for the direct conversion of benzyl alcohols to α-amino phosphonates and dihydropyrimidones is reported. The method relies on a metal free photo-oxidation of benzyl alcohols to benzaldehydes under UV irradiation using ammonium perchlorate followed by Kabachnik-Fields and Biginelli reactions. The reaction conditions are moderate and metal free with good substrate scope. The control experiments were performed to investigate the role of the ammonium perchlorate and molecular oxygen as oxidants. The quenching experiments in the presence of TEMPO and other radical quenchers suggest radical based mechanism.
- Ali, Gazunfor,Ara, Tabassum,Dangroo, Nisar A.,Naqvi, Tahira,Raheem, Shabnam,Rizvi, Masood Ahmad
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p. 195 - 202
(2020/04/01)
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- Efficient biocatalytic strategy for one-pot Biginelli reaction via enhanced specific effects of microwave in a circulating reactor
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A one-pot efficient biocatalytic strategy for the synthesis of 3,4-dihydropyrimidin-2-(1H)-ones was developed in a circulating microwave reactor selecting α-chymotrypsin as the promiscuous biocatalyst. In the circulating reaction system, the combination o
- Xie, Zong-Bo,Fu, Lei-Han,Meng, Jia,Lan, Jin,Hu, Zhi-Yu,Le, Zhang-Gao
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- Synthesis and characterization of the immobilized polythiophene on magnetic carbon nanotube as a prominent catalyst for the synthesis of dihydropyrimidinone and octahydroquinazolinone derivatives
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Abstract: In this work, the immobilized polythiophene on magnetic carbon nanotube (CNT–Fe3O4–PTh) was synthesized and introduced as a novel and recoverable catalytic system. The prepared magnetic heterogeneous nanocatalyst was characterized by FT-IR, TGA, EDX, VSM, XRD, TEM, and FE-SEM. Next, the catalytic efficiency of CNT–Fe3O4–PTh was evaluated through the green synthesis of a variety of dihydropyrimidinone and octahydroquinazolinone through Biginelli reaction between aromatic aldehydes, urea/thiourea, and β-dicarbonyl compounds under solvent-free conditions. The catalyst was magnetically recovered and recycled for five cycles without a discernible loss in its catalytic activity. Simple workup, affordability, short reaction times, mild reaction conditions, and the high yield of products are the interesting features of this project. Graphic abstract: An environmentally benign nanocomposite was prepared using carbon nanotube as an inexpensive, nontoxic, and stable support in the preparation of CNT–Fe3O4–PTh, which was efficiently used as catalyst for the green synthesis of dihydropyrimidinone and octahydroquinazolinone derivatives through Biginelli reaction under solvent-free conditions.[Figure not available: see fulltext.].
- Akbarzadeh, Parisa,Koukabi, Nadiya
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p. 4955 - 4969
(2020/08/19)
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- Air-stable zirconium (IV)-salophen perfluorooctanesulfonate as a highly efficient and reusable catalyst for the synthesis of 3,4-dihydropyrimidin-2-(1H)-ones/thiones under solvent-free conditions
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An air-stable complex of zirconium (IV)-salophen perfluorooctanesulfonate (1) was successfully synthesized by reacting Zr (salphen)Cl2 and C8F17SO3Ag. Complex 1 was characterized and studied by different techniq
- Li, Ningbo,Wang, Yijun,Liu, Feijun,Zhao, Xin,Xu, Xinhua,An, Quan,Yun, Keming
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- Concentrated solar radiation as a renewable heat source for a preparative-scale and solvent-free Biginelli reaction
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A well-known Biginelli reaction for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones was performed in an environmentally responsible manner. Large numbers of substrates were screened, and found to give excellent yields of the desired products. In
- Gadkari, Yatin U.,Hatvate, Navnath T.,Takale, Balaram S.,Telvekar, Vikas N.
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supporting information
p. 8167 - 8170
(2020/06/09)
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- Biginelli reaction via bis-ureide intermediate in low melting mixture
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This paper deals with the study of mechanism of the Biginelli reaction using low melting mixture as solvent and catalyst. The catalytic effect of low melting mixture and the reaction mechanism is discussed on the basis of nuclear magnetic resonance (NMR)
- Mahajan, Hitesh,Jamwal, Babita,Paul, Satya
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p. 585 - 593
(2019/09/30)
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- Exploiting silver trifluoromethanesulfonate as efficient and reusable catalyst for the synthesis of dihydropyrimidine derivatives under different reaction environments
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Different results were generated under different reaction conditions for the multicomponent reactions. Herein, an efficiently improved and mild protocol for the synthesis of dihydropyrimidine derivatives using cheap silver trifluoromethanesulfonate (CFsu
- Roy, Dipak Kumar,Tamuli, Kashyap Jyoti,Bordoloi, Manobjyoti
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p. 3313 - 3323
(2019/11/03)
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- Synthesis of Fe3O4-DOPA-Cu Magnetically Separable Nanocatalyst: A Versatile and Robust Catalyst for an Array of Sustainable Multicomponent Reactions under Microwave Irradiation
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Abstract: Herein, we are reporting a facile route to synthesize magnetically separable copper loaded L-DOPA functionalized magnetite nanoparticles (Fe3O4-DOPA-CuNPs), which are well characterized by FT-IR, PXRD, SEM, EDAX, HRTEM, XPS, TGA and VSM techniques. This single catalyst exhibits excellent catalytic activity towards (i) synthesis of DHPMs via Biginelli reaction (ii) synthesis of imidazoles (iii) synthesis of 2-amino-4H-chromenes (iv) 1,2,3-triazole derivatives by ‘Click reaction’ under microwave irradiation (MWI). Interestingly it can be easily recovered and reused for subsequent cycles for above mentioned four important multicomponent reactions without any significant decrease in its catalytic activity. Graphical Abstract: [Figure not available: see fulltext.].
- Kumari, Mitlesh,Jain, Yachana,Yadav, Priya,Laddha, Harshita,Gupta, Ragini
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p. 2180 - 2194
(2019/05/07)
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- Efficient Catalytic Synthesis of 3,4-Dihydropyrimidin-2-ones/thiones via Little Acidic Ionic Liquid Combined with Rapid Heating Ways
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Catalytic synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones was efficiently promoted by as little as 2.5?mol% of Br?nsted acidic ionic liquid [(CH2)3SO3HMIM]HSO4 catalyst loading via rapid heating ways. Inter
- Zhang, Guo-Ping,Tian, Da-Yu,Shi, Wang-Ming
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p. 2522 - 2531
(2018/09/29)
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- Nebivolol nanoparticles: A first catalytic use in Biginelli and Biginelli-like reactions
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Herein, we report the catalytic activity of nebivolol nanoparticles a novel organocatalyst for the synthesis of DHPMs and DHPM-5-carboxamides. The nanoparticles are confirmed by DSC, TEM, AFM, and IR spectroscopy. The catalyst can be readily recovered and
- Khaskel, Anamika,Barman, Pranjit,Maiti, Subir Kumar,Jana, Utpal
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p. 1021 - 1025
(2018/11/24)
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- One-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones catalyzed by SO3H@imineZCMNPs as a novel, efficient and reusable acidic nanocatalyst under solvent-free conditions
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The synthesis of 3,4-dihydropyrimidin-2(1H)-one derivatives was accomplished efficiently via a three-component reaction between ethyl acetoacetate, various types of aldehydes, and urea in the presence of 10 mg SO3H@imineZCMNPs as a novel, envir
- Abbaspour-Gilandeh, Esmayeel,Yahyazadeh, Asieh,Aghaei-Hashjin, Mehraneh
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p. 40243 - 40251
(2019/01/03)
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- Copper-doped mesoporous silica supported dual acidic ionic liquid as an efficient and cooperative reusability catalyst for Biginelli reaction
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A series of MCM-41 supported functionalized ionic liquids doped with copper species were prepared, characterized and evaluated as catalysts in the Biginelli reaction. Most of these supported ionic liquids perform well in the reaction, especially the multifunctional copper coordinated MCM-41 supported heterogeneous catalysts (0.5)IL-TiCl5@MCM-41@Cu(15) and (0.5)IL-HSO4@MCM-41@Cu(15). The catalytic tests revealed that (0.5)IL-HSO4@MCM-41@Cu(15) was the best and powerful catalyst in the Biginelli reaction for the preparation of 3,4-dihydropyrimidinones with high to excellent yields. The catalyst can be easily separated from the reaction mixture by filtration and reused in six consecutive cycles without significant loss in catalytic activity.
- Yao, Nan,Lu, Ming,Liu, Xiao Bing,Tan, Jin,Hu, Yu Lin
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p. 328 - 335
(2018/05/07)
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- A 3, 4 - dihydro pyrimidone/thioketone of heterocyclic compound synthetic method
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The present invention belongs to the technical field of organic synthesis, and discloses a synthesis method of a 3,4-dihydropyrimidin/thinatoheterocyclic compound. According to the synthesis method, an xylose acid is used as a catalyst to catalyze a reaction among aromatic aldehyde, a beta-carbonyl compound and urea or thiourea, thereby producing the 3,4-dihydropyrimidin/thinatoheterocyclic compound. According to the synthesis method provided by the prevent invention, the xylose acid is used as the catalyst, and the reaction is performed without a solvent. The method has advantages of being high in availability of raw materials, simple in process, mild in reaction condition, high in yield, and green and environmentally friendly. Furthermore, the synthesis method provided by the prevent invention is wide in substrate applicability, can synthesize a plurality of 3,4-dihydropyrimidin/thinatoheterocyclic compounds by using different substrates, and has a wide application prospect.
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Paragraph 0020; 0023-0025
(2017/12/29)
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- Biginelli reaction of vicinal diols: A new route for one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-one derivatives
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Background: 3,4-Dihydropyrimidin-2(1H)-one derivatives are an important class of nitrogen heterocycles. These compounds present a wide range of biological activities viz antibacterial, antifungal, and antidiabetic. Although many synthetic methods are available in the literature for the synthesis of these molecules, many of these methods have their own limitations such as use of excess of expensive catalyst and poor yields. Methods: The synthesis of 3,4-dihydropyrimidin-2(1H)-one derivatives is developed through the reaction of 1,2-diols, ethyl acetoacetate and urea in the presence of lead tetraacetate in dry ethanol under reflux conditions. Results: A series of 3,4-dihydropyrimidin-2(1H)-one derivatives were synthesized in good yields (82-95%) under reflux for 2-3.5 hours in ethanol solvent. The structural assignments of these compounds were made on the basis of elemental analysis and spectroscopic data. Conclusion: This protocol is an alternative to existing procedure for the synthesis of Biginelli compounds. The present methodology reduces the number of steps in total synthesis.
- Jagadishbabu, Narasashetty,Shivashankar, Kalegowda
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p. 330 - 336
(2017/07/26)
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- BiVO4-NPs: an efficient nano-catalyst for the synthesis of biscoumarins, bis(indolyl)methanes and 3,4-dihydropyrimidin-2(1H)-ones (thiones) derivatives
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BiVO4-NPs can be used as an efficient and reusable nano-catalyst for the promotion of the synthesis of biscoumarins, bis(indolyl)methanes and 3,4-dihydropyrimidin-2(1H)-ones (thiones) derivatives. The structures of the products were characteriz
- Shirini, Farhad,Lati, Monireh Pourghasemi
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- Punica granatum peel: an organocatalyst for green and rapid synthesis of 3,4-dihydropyrimidin-2 (1H)-ones/thiones under solvent-free condition
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A novel and green approach was adopted for the synthesis of 3,4-dihydropyrimidin-2(1H)-one/thiones derivatives using Punica granatum peel as an inexpensive, efficient and mild catalyst under solvent-free condition. The methodology is characterized by high
- Mohammadian, Narges,Akhlaghinia, Batool
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p. 3325 - 3347
(2017/04/21)
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- 1,3,5-Tris(2-hydroxyethyl)isocyanurate functionalized graphene oxide: A novel and efficient nanocatalyst for the one-pot synthesis of 3,4-dihydropyrimidin-2(1: H)-ones
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In this research, the preparation, characterization and catalytic application of a novel 1,3,5-tris(2-hydroxyethyl)isocyanurate functionalized graphene oxide (GO-THEIC) nanomaterial are described. The GO/THEIC nanomaterial was characterized by Fourier tra
- Dekamin, Mohammad G.,Mehdipoor, Fatemeh,Yaghoubi, Amene
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p. 6893 - 6901
(2017/07/17)
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- A New Type of Magnetically-Recoverable Heteropolyacid Nanocatalyst Supported on Zirconia-Encapsulated Fe3O4 Nanoparticles as a Stable and Strong Solid Acid for Multicomponent Reactions
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Abstract: A novel highly efficient magnetically retrievable catalyst was developed by the immobilization of H3PW12O40 (20–60 wt%) on the surface of zirconia-encapsulated Fe3O4 nanoparticles. The prepared HPW supported on nano-Fe3O4@ZrO2 heterogeneous acid catalyst (or n-Fe3O4@ZrO2/HPW) was fully characterized by several physicochemical techniques such as: Fourier transform infrared spectroscopy (FT-IR), field emission scanning electron microscopy, transmission electron microscopy, energy-dispersive X-ray spectroscopy, X-ray diffraction, vibrating sample magnetometry and thermogravimetric analysis. The FT-IR spectroscopic data revealed that H3PW12O40 molecules on the nano-Fe3O4@ZrO2 support existed in the Keggin structure. The acidity of the catalyst was measured by the help of a potentiometric titration with n-butylamine. It was surprising that this very strong solid acid catalyst exhibited an excellent acid strength which was as a result of possessing a higher number of surface active sites compared to its homogeneous analogues. The catalytic activity of the as-prepared novel nano-Fe3O4@ZrO2/HPW was explored through the one-pot three-component synthesis of different 3,4-dihydropyrimidin-2(1H)-ones (i.e. Biginelli reaction) and 1,4-dihydropyridines (i.e. Hantzsh reaction) under solvent free condition. The sample of 40 wt% showed higher acidity and activity in the catalytic transformation. After the reaction, the catalyst/product isolation could be easily achieved with an external magnetic field and the catalyst could be easily recycled for at least five times without any decrease in its high catalytic activity. The excellent recyclability was attributed to the strong interaction between the hydroxyl groups of the nano-Fe3O4@ZrO2 support and the HPW species. Graphical Abstract: [Figure not available: see fulltext.].
- Zolfagharinia, Somayeh,Kolvari, Eskandar,Koukabi, Nadiya
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p. 1551 - 1566
(2017/05/17)
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- Green and recyclable sulfonated graphene and graphene oxide nanosheet catalysts for the syntheses of 3,4-dihydropyrimidinones
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Abstract: Sulfated graphene and graphene oxide were used successfully as the heterogeneous catalysts for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones (-thiones) through the reaction between ethyl acetoacetate, an aldehyde, and an urea or thiourea, at
- Vessally, Esmail,Hassanpour, Akbar,Hosseinzadeh-Khanmiri, Rahim,Babazadeh, Mirzaagha,Abolhasani, Jafar
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p. 321 - 326
(2017/02/10)
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- Studies on Structural Changes and Catalytic Activity of Y-zeolite Composites of 1,3-disulfoimidazolium trifluoroacetate Ionic Liquid (IL) for Three Component Synthesis of 3,4-dihydropyrimidinones
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Abstract: This report describes the development of six acidic composites of Y-zeolite with 1,3-disulfoimidazolium trifluoroacetate [Dsim][CF3COO] ionic liquid (IL) and displays the gradual increase of acidic IL mediated dealumination within zeo
- Gogoi, Pinky,Dutta, Arup Kumar,Borah, Ruli
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p. 674 - 685
(2017/03/08)
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- 1-Methyl-2-oxopyrrolidinium perchlorate ionic liquid in synthesis of 5-ethoxycarbonyl-3,4-dihydropyrimidin-2(1H)-ones
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A multicomponent Biginelli reaction in a solvent-free conditions catalyzed by 1-methyl-2-oxopyrrolidinium perchlorate ionic liquid was studied. The сondensation of aromatic aldehydes, urea (thiourea), and acetoacetic ester yielded substituted 5-ethoxycarb
- Badalova,Abbasov,Valiyev,Alieva,Talybov
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p. 2739 - 2743
(2017/12/26)
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- Efficient one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones catalyzed by a new heterogeneous catalyst based on Co-functionalized Na+-montmorillonite
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In the present study, we report a simple, facile and efficient solvent-free protocol for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones by the three component condensation of aldehyde, ethyl acetoacetate and urea through using Co@imine-Na+-MM
- Khorshidi, Alireza,Tabatabaeian, Khalil,Azizi, Hashem,Aghaei-Hashjin, Mehraneh,Abbaspour-Gilandeh, Esmayeel
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p. 17732 - 17740
(2017/03/30)
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- A green approach for the synthesis of 3,4-dihydropyrimidin-2-(1H)-ones (and -thiones) using N,N-diethyl-N-sulfoethanaminium hydrogen sulfate
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In this paper, a novel SO3H-containing ionic liquid namely N,N-diethyl-N-sulfoethanaminium hydrogen sulfate ([Et3N-SO3H]HSO4) has been synthesized, and characterized by studying its FT-IR, 1H NMR, su
- Zare, Abdolkarim,Nasouri, Zahra
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p. 364 - 369
(2016/02/03)
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- Nano-ZrO2 sulfuric acid: A heterogeneous solid acid nano catalyst for Biginelli reaction under solvent free conditions
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Nano-ZrO2 sulfuric acid [n-ZrO2-SO3H (n-ZrSA)] has been synthesized from the reaction of nano-ZrO2 with chlorosulfonic acid as sulfonating agent. This catalyst was characterized via FT-IR, XRD, TGA, FESEM, TEM,
- Kolvari, Eskandar,Koukabi, Nadiya,Hosseini, Maliheh M.,Vahidian, Mitra,Ghobadi, Elham
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p. 7419 - 7425
(2016/07/13)
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- A unique opportunity for the utilization of glass wastes as a resource for catalytic applications: toward a cleaner environment
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Although glass recycling has been conducted since 1970s, and even though recycled glass waste has been used in the construction of various alternative products, the utilization of glass waste for catalytic applications has not been fully considered until
- Zolfagharinia, Somayeh,Koukabi, Nadiya,Kolvari, Eskandar
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p. 113844 - 113858
(2016/12/24)
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- Solid-Supported Synthesis of Flexible Dimeric Pyridinium Salts and Their Catalytic Activities
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The synthesis of flexible dimeric pyridinium ionic liquids by both conventional and solid-supported approaches are described. We have optimized the Biginelli reaction with various concentrations of our synthesized ionic liquids with various counter ions.
- Manikandan, Chitrarasu,Ganesan, Kilivelu
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supporting information
p. 1527 - 1530
(2016/06/14)
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- Aqua-mediated one-pot synthesis of Biginelli dihydropyrimidinone/thiones (DHPMs), Hantzsch dihydropyridines (DHPs), and polysubstituted pyridines sonocatalyzed by metal-supported nanocatalysts
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In this work, catalyst composition-activity relationship of supported catalysts in Biginelli and Hantzsch reactions was investigated under mild conditions. Biginelli dihydropyrimidinone/thiones were prepared over Fe-Cu/ZSM-5 as an efficient, convenient, and environmentally benign catalyst under ultrasonic irradiation in aqueous media in very good yields. The Fe-Cu/ZSM-5-catalyzed synthesis of 1,4-dihydropyridines and their aromatization to polysubstituted pyridines and also a new one-pot, two-step, and sequential protocol for the synthesis of pyridine derivatives, employing an aldehyde, ethyl acetoacetate, and ammonium acetate under the same green experimental conditions were illustrated. Three-component condensation in the presence of supported reagent with operational simplicity, inexpensive reagents, short reaction time, high yield of products, and use of non-toxic reagents makes this synthetic protocol an attractive one.
- Safa, Kazem D.,Esmaili, Maryam,Allahvirdinesbat, Maryam
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p. 267 - 277
(2016/01/09)
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- MoO2Cl2 catalyzed efficient synthesis of functionalized 3,4-dihydropyrimidin-2(1H)-ones/thiones and polyhydroquinolines: recyclability, fluorescence and biological studies
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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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- 1,3-Disulfonic acid benzimidazolium chloride as an efficient and recyclable ionic liquid catalyst for the synthesis of 3,4-dihydropyrimidine-2-(1H)-ones/thiones
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1,3-Disulfonic acid benzimidazolium chloride ionic liquid ([Dsbim]Cl) was prepared, characterized and applied as an efficient, homogeneous and recyclable catalyst for the synthesis of 3,4-dihydropyrimidine-2-(1H)-ones/thiones through the one-pot three-com
- Abbasi, Mohsen
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p. 3303 - 3314
(2016/04/05)
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- PEG-SANM nanocomposite: A new catalytic application towards clean and highly efficient Biginelli-like reaction under solvent-free conditions
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A series of pyrimidinone derivatives were efficiently synthesized using PEG-SANM nanocomposite as the solid acid nanocatalyst under mild and solvent-free conditions. The generality of the process was successfully demonstrated by variation of the starting
- Dalil Heirati, Seyedeh Zahra,Shirini, Farhad,Shojaei, Abdollah Fallah
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p. 67072 - 67085
(2016/07/30)
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- An efficient synthesis of 3,4-Dihydropyrimidin-2(1H)-Ones and thiones catalyzed by a novel br?nsted acidic ionic liquid under solvent-free conditions
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We report here an efficient and green method for Biginelli condensation reaction of aldehydes, β-ketoesters and urea or thiourea catalyzed by Br?nsted acidic ionic liquid [Btto][p-TSA] under solvent-free conditions. Compared to the classical Biginelli rea
- Zhang, Yonghong,Wang, Bin,Zhang, Xiaomei,Huang, Jianbin,Liu, Chenjiang
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p. 3811 - 3820
(2016/08/31)
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- Cobalt manganese oxide nano catalysts as a recyclable catalyst for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones-thiones
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A simple and effective synthesis of 3,4-dihydropyrimidin-2(1H)-one and thione derivatives has been developed in the presence of nano cobalt manganese oxide as catalyst under thermal solvent-free conditions. The proposed procedure ensures easy to handle, r
- Karami, Changiz,Mohammadi, Hadi,Ghodrati, Keivan,Ahmadian, Hossein,Jamshidi, Fariba,Nouri, Maryam,Haghnazarie, Nahid
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p. 271 - 276
(2015/08/11)
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- Polyphosphoric acid catalyst for the one-pot synthesis of 3,4-dihydropyrimidin- 2(1H)-ones by grinding under solvent-free conditions
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3,4-Dihydropyrimidin-2-(1H)-ones have been obtained, in high yield, by grinding ternary mixture of different substituted aromatic aldehydes, ethyl acetoacetate and urea, in the presence of polyphosphoric acid, under solventless conditions. The facile reac
- Zhao, Ying,Zhao, Yongguang,Zhang, Jianping,Liu, Hongmei,Liang, Liman
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p. 139 - 141
(2015/01/30)
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- ZnO Nanoparticles as an Efficient, Heterogeneous, Reusable, and Ecofriendly Catalyst for One-Pot, Three-Component Synthesis of 3,4-Dihydropyrimidin-2(1 H)-(thio)one Derivatives in Water
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An extremely efficient heterogeneous protocol is reported for the one-pot, three-component synthesis of a series of dihydropyrimidinones (DHPMs) in the presence of ZnO nanoparticles in water as a green solvent. The ZnO nanoparticles exhibited excellent ca
- Hassanpour, Akbar,Khanmiri, Rahim Hosseinzadeh,Abolhasani, Jafar
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supporting information
p. 737 - 743
(2015/10/29)
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- General solvent-free ionic liquid catalyzed C-N/C-C coupled cyclization to diverse dihydropyrimidinones and new organic materials: Langmuir-Blodgett film study
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An ionic liquid catalyzed dual C-N/C-C coupled cyclization of a three component assembly is demonstrated to access 3,4-dihydropyrimidin-2(1H)-one (DHPM) analogues under solvent-free green conditions. Innovative new organic materials are introduced with pu
- Majumdar, Swapan,De, Jhinuk,Pal, Ajitesh,Ghosh, Indra,Nath, Ranendu K.,Chowdhury, Sandip,Roy, Dipanwita,Maiti, Dilip K.
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p. 24681 - 24686
(2015/03/30)
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- Air-stable zirconocene bis(perfluorobutanesulfonate) as a highly efficient catalyst for synthesis of N-heterocyclic compounds
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Zirconocene bis(perfluorobutanesulfonate) is air- and water-stable and proved to be ionic on basis of conductivity measurements. It exhibits high catalytic efficiency for the synthesis of N-heterocyclic compounds under solvent-free condition, such as benzimidazoles, benzodiazepines, dihydropyrimidinones and dihydropyridines under mild condition. Furthermore, it can be reused without loss of activity in a test of five cycles. This catalytic system affords a simple and efficient approach for the synthesis of N-heterocyclic compounds.
- Wang, Jinying,Li, Ningbo,Qiu, Renhua,Zhang, Xiaohong,Xu, Xinhua,Yin, Shuang-Feng
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- Natural organic acids promoted synthesis of 3, 4-dihydropyrimidin-2(1H)-ones/thiones under solvent-free conditions
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Naturally occurring organic acids are reported to be highly efficient promoters for the Biginelli reaction under thermal and microwave irradiation using solvent free conditions. Among the various organic acids used, malic acid was found to be the most eff
- Thorat, Nitin M.,Thopate, Shankar R.
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p. 210 - 216
(2015/06/23)
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- Efficient and Green Microwave-Assisted Multicomponent Biginelli Reaction for the Synthesis of Dihydropyrimidinones Catalyzed by Heteropolyanion-Based Ionic Liquids under Solvent-Free Conditions
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An efficient and green route for the synthesis of dihydropyrimidinones via microwave-assisted Biginelli reaction catalyzed by 3 mol% of heteropolyanion-based ionic liquids under solvent-free conditions has been reported. The practical reaction was found t
- Fu, Renzhong,Yang, Yang,Lai, Wenchen,Ma, Yongfeng,Chen, Zhikai,Zhou, Jian,Chai, Wen,Wang, Quan,Yuan, Rongxin
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supporting information
p. 477 - 487
(2015/10/29)
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- Propylphosphonic anhydride-catalyzed tandem approach for biginelli reaction starting from alcohols
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An efficient and highly convergent route to dihydropyrimidinones (DHPMs) has been developed by one-pot threecomponent oxidative cyclocondensation of a variety of alcohols, β-ketoesters/β-oxodithioester and urea in the presence of T3Pμ/ DMSO. This new appr
- Revanna, Cigalli N.,Raghavendra, Goravanalli M.,Vijay, T. A. Jenifer,Rangappa, Kanchugarakoppal S.,Badregowda, Doddamedur G.,Mantelingu, Kempegowda
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supporting information
p. 178 - 180
(2014/03/21)
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- A simple and efficient synthesis of 3,4-dihydropyrimidin-2-(1H)-ones via Biginelli reaction catalyzed by nanomagnetic-supported sulfonic acid
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Nanomagnetic-supported sulfonic acid is found to be a new, powerful, and reusable heterogeneous catalyst for the rapid synthesis of 3,4-dihydropyrimidin- 2-(1H)-ones under conventional heating and microwave irradiation. This is the first example of combin
- Kolvari, Eskandar,Koukabi, Nadiya,Armandpour, Ozra
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supporting information
p. 1383 - 1386
(2014/02/14)
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- Sulphated silica tungstic acid as a highly efficient and recyclable solid acid catalyst for the synthesis of tetrahydropyrimidines and dihydropyrimidines
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For the first time sulphated silica tungstic acid (SSTA) has been synthesized and used as an acidic catalyst in organic synthesis. The catalyst was prepared by a simple method based on the reaction of silica with SOCl 2 followed by addition of
- Ahmed, Nayeem,Siddiqui, Zeba N.
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- Ultrasonic-assisted surface-modification of nanosilica chloride and its use for synthesis of 3,4-dihydropyrimidinones
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Nanosilica chloride was prepared with modification of the surface by applying ultrasonic irradiation and has been employed as an efficient, heterogeneous and effective catalyst in the preparation of 3,4- dihydropyrimidinones (DHPMs) under solvent-free con
- Tajbakhsh, Mahgol,Ranjbar, Yousef,Masuodi, Abdolhosein,Rezaee, Parizad,Tajbakhsh, Mahmood,Fallah, Zari
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p. 361 - 367
(2014/05/20)
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- One-pot and green procedure for the synthesis of 3,4-dihydropyrimidin-2(1H)-(thio)ones using ZnO nanoparticles as a solid acid catalyst
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A convenient and efficient method has been developed for the one-pot synthesis of dihydropyrimidinones (DHPMs) compounds. Dihydropyrimidinone derivatives were synthesized in good yields using ethyl acetoacetate, aldehyde (aromatic and aliphatic) and urea
- Hassanpour, Akbar,Abolhasani, Jafar,Khanmiri, Rahim Hosseinzadeh
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p. 445 - 449
(2015/05/13)
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