404921-35-3Relevant articles and documents
Immobilization of organofunctionalized silica (SiMPTMS) with biphenyl-2,2′-dioic acid and investigation of its catalytic property for one-pot tandem synthesis of acridine-1,8-dione derivatives
Vaid, Rupali,Gupta, Monika,Gupta, Vivek K.
, p. 2199 - 2210 (2017/09/13)
Abstract: MPTMS-functionalized silica immobilized with biphenyl-2,2′-dioic acid, an efficient heterogeneous catalyst, was synthesized and characterized by various spectroscopic techniques such as FTIR, TGA, TEM and SEM. The catalytic activity of the synth
Magnetic nanoparticles grafted l-carnosine dipeptide: remarkable catalytic activity in water at room temperature
Panahi, Farhad,Bahrami, Foroogh,Khalafi-Nezhad, Ali
, p. 2211 - 2220 (2017/09/13)
Modification of magnetic nanoparticle surface with l-carnosine dipeptide was developed using a simple chemical process. In order to synthesize this catalyst system, first, magnetic nanoparticles were modified with vinyl groups using trimethoxy(vinyl)silan
Baker’s yeast: An efficient, green, and reusable biocatalyst for the one-pot synthesis of biologically important N-substituted decahydroacridine-1,8-dione derivatives
Chate, Asha V.,Sukale, Shital B.,Ugale, Reshma S.,Gill, Charansingh H.
, p. 409 - 420 (2017/02/24)
A green approach for one-pot three-component synthesis of N-substituted decahydroacridine-1,8-diones is offered for the first time using baker’s yeast (Saccharomyces cerevisiae) as a biocatalyst under ultrasonication. Due to growing safety and environment
The synthesis of new 8-imino-1-one acridine derivatives catalyzed by a calix[4]arene mono-acid core
Sarkar, Piyali,Mukhopadhyay, Chhanda
supporting information, p. 6556 - 6563 (2018/06/11)
Mono-acid incorporated calix[4]arene has been successfully established as the catalyst for the synthesis of 8-imino-1-one acridine derivatives obtained by the condensation of enaminoketones and aldehydes (2:1 ratio). In this paper, we report the synthesis
Synthesis of 1,8-dioxo-decahydroacridines using pyridinium hydrogen sulfate ionic liquid as a green, efficient and reusable catalyst
Karimian, Somaye,Tajik, Hassan
, p. 163 - 170 (2016/03/01)
Background: In this research, pyridinium hydrogen sulfate ionic liquid (PHSIL) was employed as a green, efficient and reusable catalyst for the synthesis of 1,8-dioxo-decahydroacridines. Different primary amines and aromatic aldehydes were subjected to the reaction with 5,5-dimethyl- 1,3-cyclohexanedione (dimedone) in the presence of this catalyst and the corresponding products were achieved in excellent yields and short reaction times. Two important advantages of the study were easily separation of ionic liquid from the reaction mixture by water extraction and a high recycling capability of up to six times. Methods: Different primary amines and aromatic aldehydes were subjected to the reaction with 5,5-dimethyl-1,3- cyclohexanedione (dimedone) in the presence of, pyridinium hydrogen sulfate ionic liquid (PHSIL) catalyst and the corresponding 1,8-dioxo-decahydroacridines derivatives were achieved in excellent yields and short reaction times. Results: Having established optimum conditions as follows: aldehyde (1 mmol), amine (1 mmol), PHSIL (0.65 mmol), CH3CN (3 mL) at 80°C, a series of 1,8-dioxo-decahydroacridines were synthesized via the one-pot three component reaction between various aromatic aldehydes and amines with dimedone. The aromatic aldehydes containing electrondonating and electron-withdrawing groups afforded 1,8-dioxo-9-aryl-10-aryl-decahydroacridines with high yields within short reaction times in comparison with other conventional procedures. The presence of substituent on the amine has the same effect. All compounds were identified by melting point (in some cases), IR spectra, 1H- and 13C-NMR and elemental analysis. Conclusion: In summary, pyridinium hydrogen sulfate ionic liquid was used as a green catalyst for the synthesize of 1,8- dioxo-decahydroacridines. Various derivatives of acridinediones were synthesized in high yield. Short-time reaction, high yield, stability, reusability up to six times, relatively non-toxicity of the catalyst, economically viable and one-pot synthesis of acridinedione derivatives are the important advantages of the reported method.
Ultrasound assisted multicomponent reactions: A green method for the synthesis of N-substituted 1,8-dioxo-decahydroacridines using β-cyclodextrin as a supramolecular reusable catalyst in water
Chate, Asha V.,Rathod, Umesh B.,Kshirsagar, Jagdish S.,Gaikwad, Pradip A.,Mane, Kishor D.,Mahajan, Pravin S.,Nikam, Mukesh D.,Gill, Charansingh H.
, p. 146 - 152 (2016/01/12)
We demonstrate a superficial method for the synthesis of N-substituted 1,8-dioxo-decahydroacridines using β-cyclodextrin as a supramolecular, biodegradable, and reusable catalyst in aqueous medium. The reaction product is in excellent yield with moderate
An environmentally benign catalytic method for versatile synthesis of 1,4-dihydropyridines via multicomponent reactions
Cao, Shuo,Zhong, Shanshan,Hu, Changfeng,Wan, Jie-Ping,Wen, Chengping
, p. 568 - 572 (2015/05/27)
The synthesis of diverse 1,4-dihydropyridines have been achieved via the multicomponent reactions of aldehydes, enaminones and amines. The reactions have been smoothly performed in water to provide all products with moderate to excellent yields by using l
Ionic liquid immobilized on Fe3O4 nanoparticles: A magnetically recyclable heterogeneous catalyst for one-pot three-component synthesis of 1,8- dioxodecahydroacridines
Alinezhad, Heshmatollah,Tajbakhsh, Mahmood,Ghobadi, Neda
, p. 9979 - 9992 (2016/01/15)
A magnetically recoverable nanocatalyst based on 1-methylimidazolium hydrogen sulfate ionic liquid has been synthesized by reaction of 1-methylimidazole with 3-(trimethoxysilyl)propyl chloride group, leading to formation of 1-methyl-3- (triethoxysilyl)propyl imidazolium chloride ([pmim]Cl). The ionic liquid was anchored onto silica-coated magnetic Fe3O4 particles, and Cl- anion exchange by treatment with H2SO4 afforded the corresponding immobilized ionic liquid MNP- [pmim]HSO4. The synthesized catalyst was characterized by various techniques such as Fourier-transform infrared (FT-IR) spectroscopy, X-ray diffraction (XRD) analysis, scanning electron microscopy (SEM), transmission electron microscopy (TEM), (differential) thermogravimetry (TG/DTG), CHN analysis, and vibratingsample magnetometry (VSM), revealing the superparamagnetic nature of the particles. From electron microscopy (SEM and TEM) studies it can be inferred that the particles were mostly spherical in shape with average size of 20 nm. The loading amount of ionic liquid supported on the magnetic particles was indicated to be 0.98 mmol/g by the results of elemental and thermogravimetric analyses (CHN and TG). The catalytic activity of the supported ionic liquid was examined in synthesis of 1,8-dioxodecahydroacridines by condensation reaction of cyclic diketones with aromatic aldehydes and ammonium acetate or primary amines under solvent-free conditions. The catalyst could be easily recovered by applying an external magnetic field and reused for at least nine runs without deterioration in catalytic activity.
Acetic acid as an efficient catalyst for synthesis of 1,8-dioxo-octahydroxanthenes and 1,8-dioxo-decahydroacridines
Hazeri, Nourallah,Masoumnia, Amin,Mghsoodlou, Malek Taher,Salahi, Sajjad,Kangani, Mehrnoosh,Kianpour, Samira,Kiaee, Shiva,Abonajmi, Jasem
, p. 4123 - 4131 (2015/06/30)
1,8-Dioxo-octahydroxanthenes have been synthesized in good yields by reaction of arylaldehydes and dimedone in the presence of a catalytic amount of acetic acid, without use of any additional co-catalyst, under solvent-free, thermal conditions. We also re
Saccharose as a new, natural, and highly efficient catalyst for the one-pot synthesis of 4,5-dihydropyrano[3,2-c]chromenes, 2-amino-3-cyano-4H-chromenes, 1,8-dioxodecahydroacridine, and 2-substituted benzimidazole derivatives
Maghsoodlou, Malek Taher,Hazeri, Nourallah,Lashkari, Mojtaba,Shahrokhabadi, Fereshteh Nejad,Naghshbandi, Behzad,Kazemi-Doost, Mohammad Saeed,Rashidi, Mahnaz,Mir, Fatemeh,Kangani, Mehrnoosh,Salahi, Sajjad
, p. 6985 - 6997 (2015/02/19)
Saccharose was applied as a green and natural catalyst for the one-pot, three-component condensation between aromatic aldehydes, malononitrile, and resorcinol, or 4-hydroxycoumarine to afford the corresponding pyran-annulated heterocyclic systems. This gr