Performance Evaluation of Newly Prepared Alumina Supported Polyphosphoric Acid (PPA/Al<sub>2</sub>O<sub>3</sub>) as Efficient and Reusable Catalyst for the Synthesis of 1,8-Dioxodecahydroacridines

Davoodnia, Abolghasem; Norouzi, Haniyeh; Tavakoli‐Hoseini, Niloofar; Zare-Bidaki, Atefeh

doi:10.1080/15533174.2013.768645

Cited by 11 publications

(3 citation statements)

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“…Further, Davoodnia et al [68] . demonstrated the use of alumina supported polyphosphoric acid (PPA/Al 2 O 3 ) for the catalytic synthesis of 1,8‐dioxodecahydroacridines in solvent‐free conditions.…”

Section: Synthesis Of Acridine‐18‐dione Derivativesmentioning

confidence: 99%

Acridine‐1,8‐diones: Synthesis and Biological Applications

Sahiba¹,

Sethiya²,

Soni³

et al. 2021

ChemistrySelect

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The unpretentious features of acridine‐1,8‐diones viz. presence of N‐heteroatom, electronic behavior, acridine ring skeleton and wide possibilities of diversified substitution, bichromophoric structure and interaction ability with various proteins, make them an interesting scaffold of heterocyclic, medicinal and industrial chemistry. A tremendous development in the field of acridinediones in terms of synthetic strategies, bioactivity, industrial and other applicability has been explored in past four decades. In this perspective, an overview has been given on the state‐of‐art discoveries for the synthesis and biological applications of acridine‐1,8‐diones from 1980 to 2020. The study highlighted the history, chemistry and properties of these derivatives and provided deep insights into the synthetic protocols using various catalysts and techniques like nano‐catalyst, ionic‐liquids, microwave, ultrasound etc. under varied conditions along with biological activity against many lethal diseases. Finally, the respective prospects and limitations to these systems have been addressed. Furthermore, attempts have been done to bring many outstanding researches together and express the significance of acridine‐1,8‐diones through several aspects. We hope that the article shall deliver an impetus to explore further the synthetic values and mechanistic puzzles of acridinedione moiety and to design more promising hybrid multi‐targeted drugs and other industrial composites for the goodness of humanity

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Section: Synthesis Of Acridine‐18‐dione Derivativesmentioning

confidence: 99%

Acridine‐1,8‐diones: Synthesis and Biological Applications

Sahiba¹,

Sethiya²,

Soni³

et al. 2021

ChemistrySelect

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“…1, 8-Dioxo-decahydroacridines are polyfunctionalized 1, 4-dihydropyridine derivatives which have received less attention than other 1, 4-DHP derivatives [15]. Several methods have been reported for the synthesis of 1, 8-dioxodecahydroacridine derivatives [16][17][18][19][20][21][22][23][24][25][26][27][28][29][30][31]. However, some of them suffer from the http://echemcom.com…”

Section: Introductionmentioning

confidence: 99%

Programming of Fe-catalyzed cascade Knoevenagel-Michael-cyclocondensation reaction: create out pseudo acridine derivatives under solvent free conditions

2020

Eurasian Chem. Commun.

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Nano-ferrous ferric oxide (nano-Fe3O4) was successfully applied as an efficient and heterogeneous catalyst for the synthesis of 1,8-dioxo-decahydroacridines by the condensation reaction of dimedone with aromatic aldehydes and ammonium acetate or aniline derivatives under mild and solvent-free conditions. Also, optimization of the reaction condition was investigated using the response surface method {Central Composite Design (CCD)} compared to empirical research.

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“…Prompted by these facts and as part of our research on the development of environmentally friendly methods for the synthesis of organic compounds using reusable catalysts, we report here another application of {Mo 132 } as a catalyst in the synthesis of 2‐amino‐5‐oxo‐4,5‐dihydropyrano[3,2‐ c ]chromene‐3‐carbonitriles ( 4a , 4b , 4c , 4d , 4e , 4f , 4g , 4h , 4i , 4j , 4k , 4l , 4m , 4n ) via a one‐pot three‐component reaction of 4‐hydroxycoumarin, aldehydes and malononitrile (Scheme ).…”

Section: Introductionmentioning

confidence: 99%

Another application of (NH₄)₄₂[Mo^VI₇₂Mo^V₆₀O₃₇₂(CH₃COO)₃₀(H₂O)₇₂] as a highly efficient recyclable catalyst for the synthesis of dihydropyrano[3,2‐c]chromenes

Rohaniyan

Davoodnia

Nakhaei

2016

Applied Organom Chemis

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In continuation of our previous works on the application of (NH 4 ) 42 72 ], a Keplerate-type giant-ball nanoporous isopolyoxomolybdate, as a catalyst for the synthesis of heterocyclic compounds, in this paper, we report another application of this attractive catalyst in the synthesis of 2-amino-5-oxo-4,5-dihydropyrano[3,2-c]chromene-3-carbonitriles via a onepot three-component reaction of 4-hydroxycoumarin, aldehydes and malononitrile. The reactions occur in ethanol-water as solvent at room temperature and the process is operative with various aldehydes, giving the corresponding products in high yields. Other beneficial features of this protocol include short reaction times, simple work-up and the recyclability and reusability of the catalyst for up to five consecutive runs. Copyright © 2016 John Wiley & Sons, Ltd.Additional supporting information may be found in the online version of this article at the publisher's web site.Keywords: dihydropyrano[3,2-c]chromenes; giant nanoporous isopolyoxomolybdate; Keplerate; {Mo 132 } IntroductionThe synthesis of dihydropyrano[3,2-c]chromenes with biological and pharmacological properties such as spasmolytic, diuretic, anticoagulant, anticancer and antianaphylactic activities [1,2] is currently of great interest. The reported protocol for the synthesis of dihydropyrano [3,2-c]chromenes involves the one-pot three-component reaction of 4-hydroxycoumarin, aldehydes and malononitrile in the presence of a catalyst such as polymer-supported sulfanilic acid, [3] saccharose, [4] [9] NaCl, [10] crown ether complex cation ionic liquid, [11] tetrabutylammonium bromide [12] and (NH 4 ) 2 HPO 4 or S-proline.[13]While each of these methods has its own advantages, many suffer from limitations such as prolonged reaction times, the use of relatively expensive catalysts and unsatisfactory yields. Thus the discovery of a new and efficient catalyst with high catalytic activity, short reaction times, recyclability and simple reaction work-up for the preparation of dihydropyrano[3,2-c]chromenes is of great interest. Heterogeneous catalysis has been known for many years and has become strategically vital for efficient and ecofriendly organic transformations over the past few decades. [14][15][16][17] These catalysts have many advantages over homogeneous catalysts involving simple work-up, ease of handling, recoverability and reusability. [18,19] Catalysts of this type have the potential to make the processes in which they are applied cleaner, safer, higher-yielding and relatively inexpensive. [20][21][22][23] Polyoxometalates (POMs) are a large class of metal oxide clusters of early transition metals, typically W(VI), V(V), Mo(VI), Nb(V) and Ta (V), bridged by oxygen atoms. They are of proven value in catalysis, magnetism, materials science and biomedicine, [24][25][26][27][28] because they are diverse and highly modifiable in size, shape, charge density, acidity and reversible redox potential. A number of very large POM anions have been synthesized and structurally characterized. Beginning w...

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Performance Evaluation of Newly Prepared Alumina Supported Polyphosphoric Acid (PPA/Al₂O₃) as Efficient and Reusable Catalyst for the Synthesis of 1,8-Dioxodecahydroacridines

Cited by 11 publications

References 36 publications

Acridine‐1,8‐diones: Synthesis and Biological Applications

Acridine‐1,8‐diones: Synthesis and Biological Applications

Programming of Fe-catalyzed cascade Knoevenagel-Michael-cyclocondensation reaction: create out pseudo acridine derivatives under solvent free conditions

Another application of (NH₄)₄₂[Mo^VI₇₂Mo^V₆₀O₃₇₂(CH₃COO)₃₀(H₂O)₇₂] as a highly efficient recyclable catalyst for the synthesis of dihydropyrano[3,2‐c]chromenes

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Performance Evaluation of Newly Prepared Alumina Supported Polyphosphoric Acid (PPA/Al2O3) as Efficient and Reusable Catalyst for the Synthesis of 1,8-Dioxodecahydroacridines

Cited by 11 publications

References 36 publications

Acridine‐1,8‐diones: Synthesis and Biological Applications

Acridine‐1,8‐diones: Synthesis and Biological Applications

Programming of Fe-catalyzed cascade Knoevenagel-Michael-cyclocondensation reaction: create out pseudo acridine derivatives under solvent free conditions

Another application of (NH4)42[MoVI72MoV60O372(CH3COO)30(H2O)72] as a highly efficient recyclable catalyst for the synthesis of dihydropyrano[3,2‐c]chromenes

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Performance Evaluation of Newly Prepared Alumina Supported Polyphosphoric Acid (PPA/Al₂O₃) as Efficient and Reusable Catalyst for the Synthesis of 1,8-Dioxodecahydroacridines

Another application of (NH₄)₄₂[Mo^VI₇₂Mo^V₆₀O₃₇₂(CH₃COO)₃₀(H₂O)₇₂] as a highly efficient recyclable catalyst for the synthesis of dihydropyrano[3,2‐c]chromenes