159301-95-8Relevant academic research and scientific papers
Ammonium chloride catalysed one-Pot multicomponent synthesis of 1,8-dioxo-octahydroxanthenes and N-aryl-1,8-dioxodecahydroacridines under solvent free conditions
Banerjee, Bubun,Brahmachari, Goutam
, p. 745 - 750 (2014)
A simple, straightforward and highly efficient protocol has been developed for the one-pot multicomponent synthesis of 1,8-dioxo-octahydroxanthenes from the reaction of aromatic aldehydes and dimedone, and also N-aryl-1,8-dioxodecahydroacridines from arom
An efficient route to 1,8-dioxo-octahydroxanthenes and -decahydroacridines using a sulfated zirconia catalyst
Kahandal, Sandeep S.,Burange, Anand S.,Kale, Sandip R.,Prinsen, Pepijn,Luque, Rafael,Jayaram, Radha V.
, p. 138 - 145 (2017)
Sulfated zirconia results to be a very efficient catalyst for the synthesis of 1,8-dioxo-octahydroxanthenes and 1,8-dioxo-decahydroacridines without tedious work-up procedures. While 1,8-dioxo-octahydroxanthenes are prepared from aldehyde and 5,5-dimethyl-1,3-cyclohexenedione (dimedone), 1,8-dioxo-decahydroacridines are prepared from this reactant mixture with amines. This method provides a mild catalytic protocol for the synthesis of functionalized xanthene and acridine derivatives. The catalysts were characterized by XRD, FT-IR, TGA-DSC, SEM-EDAX and surface acidity and showed excellent re-usability up to 6 consecutive cycles.
Catalytic application of SO42-/Fe-ZrO2 nanoparticles synthesized by a urea hydrolysis method for environmentally benign one pot synthesis of 1,8-dioxodecahydroacridines
Pradhan, Sagnika,Mishra
, p. 86179 - 86190 (2015)
A series of Fe2O3-ZrO2 mixed oxides (FexZr) were prepared by a colloidal precipitation method using urea as a mild hydrolyzing agent. The sulfate ions were grafted onto the surface of the mixed oxide by treatment with dilu
Synthesis of 1,8-Dioxo-decahydroacridine Derivatives via Ru-Catalyzed Acceptorless Dehydrogenative Multicomponent Reaction
Biswas, Nandita,Srimani, Dipankar
, p. 9733 - 9743 (2021/07/20)
A Ru-catalyzed acceptorless dehydrogenative multicomponent reaction has been developed. This reaction offers a cost-effective and simple operational strategy to synthesize biologically active 1,8-dioxodecahydroacridine derivatives. The protocol provides a wide range of substrate scope and various functional groups are also well tolerated under the reaction condition. To shed light on the mechanistic and kinetic study, some controlled experiments and deuterium labeling experiments were executed. A time-dependent product distribution experiment is also presented and the reaction scale-up is performed to highlight the practical utility of this strategy.
Fe3O4@Sap/Cu(ii): An efficient magnetically recoverable green nanocatalyst for the preparation of acridine and quinazoline derivatives in aqueous media at room temperature
Kazemnejadi, Milad,Nasseri, Mohammad Ali,Sheikh, Safoora,Rezazadeh, Zinat,Alavi Gol, Seyyedeh Ameneh
, p. 15989 - 16003 (2021/05/19)
Saponin, as a green and available phytochemical, was immobilized on the surface of magnetite nanoparticles then doped with Cu ions (Fe3O4@Sap/Cu(ii)) and used as an efficient nanocatalyst for the synthesis of quinazoline and acridine derivatives, due to t
Ferric (III) complex supported on superparamagnetic Fe3O4@SiO2 as a reusable Lewis acid catalyst: a new highly efficient protocol for the synthesis of acridinedione and spiroquinazolin-4(3H)-one derivatives
Mohammadi, Hadi,Shaterian, Hamid Reza
, p. 179 - 195 (2019/08/08)
Nano-Fe3O4@SiO2-3,4-dihydroxybenzaldehyde/barbituric acid/phthalhydrazide-FeCl3 (nano-Fe3O4@SiO2-HBP-FeCl3) was prepared and authenticated by usual analytical and spectroscopic techniques. The prepared nano-Fe3O4@SiO2-HBP-FeCl3 was applied to acridinedione and spiroquinazolin-4(3H)-one derivatives under green conditions. In addition, this research offers several advantages such as very easy reaction conditions, simple work-up, excellent yields, high purity of the desired product, short reaction time and one-pot reaction to synthesize Fe3O4@SiO2-HBP-FeCl3. The recycling studies revealed that catalyst could be easily recovered using an external magnet and reused five times without significant loss of its catalytic activity.
Preparation of core/shell/shell CoFe2O4/OCMC/Cu (BDC) nanostructure as a magnetically heterogeneous catalyst for the synthesis of substituted xanthenes, quinazolines and acridines under ultrasonic irradiation
Ghaffarian, Fatemeh,Ghasemzadeh, Mohammad Ali
, (2020/02/28)
Highly efficient synthesized magnetic cobalt ferrite nanoparticles supported on OCMC?Cu (BDC) was utilized in the preparation of biologically active heterocyclic compounds through one-pot three-component reactions between of aldehydes, dimedone, aryl amin
Divergent synthesis of dual 1,4-dihydropyridines with different substituted patterns from enaminones and aldehydes through domino reactions
Liu, Fu-Jun,Sun, Tian-Tian,Yang, Yun-Gang,Huang, Chao,Chen, Xue-Bing
, p. 12635 - 12640 (2018/04/16)
A concise and efficient protocol for the regioselective synthesis of dual 1,4-dihydropyridines with several substituted patterns has been developed from a cascade cyclization of enaminones and aldehydes in different media (EtOH/CH3CN). The one-
ZnII doped and immobilized on functionalized magnetic hydrotalcite (Fe3O4/HT-SMTU-ZnII): A novel, green and magnetically recyclable bifunctional nanocatalyst for the one-pot multi-component synthesis of acridinediones under solvent-free conditions
Zarei,Akhlaghinia
, p. 15485 - 15500 (2017/12/15)
ZnII doped and immobilized on functionalized magnetic hydrotalcite (Fe3O4/HT-SMTU-ZnII) was prepared for the first time as a stable, long-lived, highly efficient and exceptional reusable magnetic nanocatalyst for the one-pot multi-component synthesis of acridinediones as an important class of heterocyclic compounds. The synthesized catalyst was characterized by various spectroscopic and microscopic techniques such as Fourier transform infrared (FT-IR) spectroscopy, X-ray diffraction (XRD) analysis, Brunauer, Emmett and Teller (BET) surface area analysis, temperature programmed desorption (TPD), scanning electron microscopy (SEM), energy-dispersive X-ray spectroscopy (EDX), transmission electron microscopy (TEM), thermogravimetric analysis (TGA), vibrating sample magnetometry (VSM), inductively coupled plasma atomic emission spectroscopy (ICP-OES) and CHNS analysis. The results of characterizations showed the superparamagnetic nature of the catalyst with an average particle size of 20-60 nm which is plate-like in shape. Also, the results of the TPD analysis showed that the nanocatalyst has both acidic sites (site density: 22.66 mmol g-1) and basic sites (site density: 8.49 mmol g-1), and can act as a bifunctional nanocatalyst. The loading amount of ZnII (doped and immobilized) on functionalized magnetic hydrotalcite was indicated to be 4 mmol g-1, obtained from the ICP-OES analysis. The catalytic activity of this new magnetic nanocatalyst (Fe3O4/HT-SMTU-ZnII) was examined in the multi-component reaction of aromatic aldehydes, dimedone, and various primary amines or NH4+ under solvent-free conditions towards the preparation of acridinedione derivatives in a short period of time. In all the cases, the catalyst could be easily recovered magnetically for at least six runs and the obtained product was isolated using a simple work-up procedure. In our protocol, the solvent-free conditions avoid the problems such as cost, handling, safety and pollution which are related to solvent use. The characteristics of the present methodology make the reaction suitable for scale-up and commercialization.
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
