34955-61-8Relevant academic research and scientific papers
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
Amoozadeh, Ali,Rahmani, Salman,Bitaraf, Mehrnoosh,Abadi, Fatemeh Bolghan,Tabrizian, Elham
, p. 770 - 780 (2016/01/12)
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.
A new type of SO3H-functionalized magnetic-titania as a robust magnetically-recoverable solid acid nanocatalyst for multi-component reactions
Tabrizian, Elham,Amoozadeh, Ali
, p. 96606 - 96615 (2016/10/24)
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.
Tetraethylammonium 2-(carbamoyl)benzoate as a bifunctional organocatalyst for one-pot synthesis of Hantzsch 1,4-dihydropyridine and polyhydroquinoline derivatives
Yarhosseini, Mahsa,Javanshir, Shahrzad,Dekamin, Mohammad G.,Farhadnia, Mohammad
, p. 1779 - 1787 (2016/09/28)
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.]
Magnetic Fe3O4 nanoparticles: Efficient and recoverable nanocatalyst for the synthesis of polyhydroquinolines and Hantzsch 1,4-dihydropyridines under solvent-free conditions
Nasr-Esfahani, Masoud,Hoseini, S. Jafar,Montazerozohori, Morteza,Mehrabi, Rasool,Nasrabadi, Hasan
, p. 99 - 105 (2014/01/06)
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.
Hydromagnesite as an efficient recyclable heterogeneous solid base catalyst for the synthesis of flavanones, flavonols and 1,4-dihydropyridines in water
Rajesh, U. Chinna,Manohar, Sunny,Rawat, Diwan S.
supporting information, p. 3170 - 3178 (2013/12/04)
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
Vanadatesulfuric acid-catalyzed novel and eco-benign one-pot synthesis of polyhydroquinoline derivatives under solvent-free conditions
Nasr-Esfahani, Masoud,Abdizadeh, Tooba
, p. 1249 - 1258 (2013/02/23)
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
Enantiomeric recognition of racemic 4-aryl-1,4-dihydropyridine derivatives via chiralpak AD-H stationary phases
Dai, Zhi,Pittman Jr., Charles U.,Li, Tingyu
, p. 854 - 859 (2012/11/07)
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
Microwave-assisted copper(ii)-catalyzed one-pot four-component synthesis of multifunctionalized dihydropyridines
Pasunooti, Kalyan Kumar,Nixon Jensen, Chantel,Chai, Hua,Leow, Min Li,Zhang, Da-Wei,Liu, Xue-Wei
scheme or table, p. 577 - 581 (2010/08/19)
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
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
Mobinikhaledi, Akbar,Foroughifar, Naser,Fard, Mohammad Ali Bodaghi,Moghanian, Hassan,Ebrahimi, Sattar,Kalhor, Mehdi
experimental part, p. 1166 - 1174 (2009/09/08)
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
