20970-67-6Relevant academic research and scientific papers
Efficient synthesis of decahydroacridine-1,8-diones and polyhydroquinolines using the step-wise method
Hosseininasab, Fatemeh Sadat,Memarian, Hamid Reza
, p. 1515 - 1540 (2022/01/11)
Various symmetrical and unsymmetrical decahydroacridine-1,8-dione and polyhydroquinoline derivatives were synthesized via two-step cyclocondensation reactions. The advantages of this step-wise addition of reactants in comparison with other one-pot reactions are avoiding the formation of 2 or 3 undesired by-products, therefore allowing cleaner work up of reaction. The important factor of this effective cyclocondensation method is that the prepared β-enaminone component was added dropwise to the solution, in which the Knoevenagel condensation product is slowly being formed by reaction of aldehyde molecule and 1,3-dicarbonyl compounds. The results of the proposed step-wise method are compared and discussed with those obtained in the one-pot reactions.
Ferric Sulfasalazine Sulfa Drug Complex Supported on Cobalt Ferrite Cellulose; Evaluation of Its Activity in MCRs
Rostamizadeh, Shahnaz,Daneshfar, Zahra,Khazaei, Ali
, p. 2091 - 2114 (2020/01/31)
Abstract: The green and nano catalyst was simply prepared through the reaction of ferric sulfasalazine with nanomaterial CoFe2O4-cellulose as a magnetic biopolymer surface. This novel heterogeneous organometallic catalyst was charact
MIL-101-SO3H metal-organic framework as a Br?nsted acid catalyst in Hantzsch reaction: An efficient and sustainable methodology for one-pot synthesis of 1,4-dihydropyridine
Devarajan, Nainamalai,Suresh, Palaniswamy
, p. 6806 - 6814 (2019/05/10)
A straightforward and efficient methodology for the one-pot multicomponent synthesis of 1,4-dihydropyridine has been developed using MIL-101-SO3H metal-organic framework as a solid Br?nsted acid. The presence of the uniformly distributed Br?nsted acidic sulfonic acid sites throughout the framework and the high stability bestow the catalyst with excellent reactivity towards the synthesis of 1,4-dihydropyridine under simple reaction conditions using renewable ethanol as the solvent. The present methodology tolerates various functional groups and allows the synthesis of 1,4-dihydropyridine derivatives in good to excellent yields through Hantzsch reaction. The developed methodology proceeds under mild conditions, avoids corrosive reagents and special reaction conditions, and is amenable to gram scale synthesis. The sustainable nature of the catalyst was proved by the easy recovery and the reusability of the catalyst, as it was reused several times without loss in activity, which was confirmed from the FTIR, PXRD and SEM analyses of the reused catalyst.
A Simple and Efficient One-pot Synthesis of 1,4-dihydropyridines Using Nano-WO3-supported Sulfonic Acid as an Heterogeneous Catalyst under Solvent-free Conditions
Bitaraf, Mehrnoosh,Amoozadeh, Ali,Otokesh, Somayeh
, p. 336 - 344 (2016/05/09)
Nano-tungsten trioxide-supported sulfonic acid (n-WSA) was found to be an effective heterogeneous catalyst for the one-pot reaction of aromatic aldehydes, β-dicarbonyl compounds and ammonium acetate to afford 1,4-dihydropyridine derivatives in good to excellent yields. The other main advantages of the present method are short reaction times, simple workup, ease in purification and environmentally benign methodology. The reaction conditions were optimized employing Response Surface Method technique (Central Composite Design (CCD)) which is economically considerable because of the minimum number of experiments required to evaluate the effects of multiple parameters on the response.
Cu-doped ZnO nanocrystalline powder as a catalyst for green and convenient multi-component synthesis of 1,4-dihydropyridine
Alinezhad, Heshmatollah,Mohseni Tavakkoli, Sahar
, p. 5931 - 5940 (2015/08/18)
Abstract A simple, efficient, and convenient one-step method for synthesis of Hantzsch 1,4-dihydropyridine, using Cu-doped ZnO nanocrystalline powder as a catalyst is reported. The method offers several advantages including excellent yields, green solvent, easy work-up, simplicity in operation and catalyst reusability.
Solvent-free efficient one-pot synthesis of Biginelli and Hantzsch compounds catalyzed by potassium phthalimide as a green and reusable organocatalyst
Kiyani, Hamzeh,Ghiasi, Maryam
, p. 5177 - 5203 (2015/07/08)
The usage of potassium phthalimide (PPI) for the simple and green one-step multicomponent synthesis of Hantzsch 1,4-dihydropyridines, polyhydroquinolines, 3,4-dihydropyrimidin-2(1H)-ones/thiones, and octahydroquinazolinones under solventless conditions at 120°C is reported. The method is operationally simple, environmentally benign, and has relatively high yields. The other merits of this method include efficient, clean, green, and catalyst reusability.
Light induced synthesis of symmetrical and unsymmetrical dihydropyridines in ethyl lactate-water under tunable conditions
Ghosh, Partha Pratim,Paul, Sanjay,Das, Asish R.
supporting information, p. 138 - 142 (2013/02/21)
A highly efficient environment-friendly one-pot green methodology has been developed for the synthesis of symmetrical and unsymmetrical 1,4-dihydropyridines and polyhydroquinolines following the multicomponent Hantzsch synthesis under visible light irradiation in ethyl-l-lactate-water solution at room temperature. The present methodology offers several advantages such as simple procedure, greener condition, excellent yields and short reaction time sans any catalyst, support or promoter. The developed protocol has been materialized with the involvement of a household compact tungsten lamp as the visible light source, and the manifested high selectivity of the reaction performed in ethyl lactate-water solvent mixture under tunable conditions. The Ca2+ channel blocker nitrendipine and nemadipine B were also successfully synthesized applying the developed methodology in high yields.
Triton-X-100 catalyzed synthesis of 1,4-dihydropyridines and their aromatization to pyridines and a new one pot synthesis of pyridines using visible light in aqueous media
Ghosh, Partha Pratim,Mukherjee, Prasun,Das, Asish R.
, p. 8220 - 8226 (2013/09/02)
A realistic and convenient synthetic method has been developed for the facile synthesis of 1,4-dihydropyridine derivatives in the presence of the non-ionic surfactant Triton X-100, in an aqueous medium at room temperature. A greener method to synthesize pyridine derivatives has also been developed by the oxidation of 1,4-dihydropyridine derivatives with almost 100% yields and also in a one pot synthesis, employing an aldehyde, ethyl acetoacetate and ammonium acetate in an aqueous micellar medium by irradiation with potassium persulphate in the presence of visible light. The one pot protocol offered excellent yields of the targeted product in a very short period of time at room temperature and the non-ionic surfactant catalyst can be recovered very easily. We also observed that during the reaction there was the formation of micelles, or micelle-like colloidal aggregates, from the non-ionic surfactant and the reaction mixture in water, measured by dynamic light scattering and visualized through an optical microscope. The process is advantageous as ammonia is generated from an ammonium salt under absolutely neutral conditions and the product purification follows a group assistant purification chemistry process (GAP).
Synthesis of 1,4-dihydropyridines under solvent free conditions and investigation of their photo physical properties
Ramchander,Raju, Gajula,Rameshwar,Reddy, T. Sheshashena,Reddy, A. Ram
experimental part, p. 210 - 216 (2012/01/13)
Synthesis of five 4-aryl substituted 1,4-dihydropyridines was developed following condensation of multi component reaction strategy using yttrium triflate as a catalyst. The absorption and fluorescence properties of structurally related 4-aryl 1,4-dihydropyridines in different solvents of varied polarities was investigated. The absorption maxima of these compounds follow no order of solvent polarity and nature of substitution. The spectral characteristics are solvent and compound specific. Fluorophores with electron withdrawing group have larger fluorescence quantum yields and greater solvatochromism than the compounds with electron donating groups. Protic solvents yielded higher fluorescence quantum efficiency. The chemical shift of the proton attached to C-4 and the carbonyl stretching frequency of bis acetyl groups at 3 and 5-positions exhibited a linear relationship with Hammett's para substituent constants while no such relationship exists between the latter and electronic absorption maxima, fluorescence emission maxima, fluorescence quantum efficiency and Stokes shift.
A simple and efficient one-pot synthesis of Hantzsch 1,4-dihydropyridines using silica sulphuric acid as a heterogeneous and reusable catalyst under solvent-free conditions
Kolvari, Eskandar,Zolfigol, Mohammad Ali,Koukabi, Nadiya,Shirmardi-Shaghasemi, Behzad
experimental part, p. 898 - 902 (2012/03/27)
A simple, inexpensive and efficient one-pot synthesis of 1,4-dihydropyridine derivatives under solvent-free conditions using silica sulphuric acid (SSA) as a heterogeneous and recyclable catalyst is reported.
