A New Supported Manganese-Based Coordination Complex as a Nano-Catalyst for the Synthesis of Indazolophthalazinetriones and Investigation of Its Antibacterial Activity

Abstract A new magnetic supported manganese-based coordination complex (Fe3O4@SiO2@CPTMS@MBOL@ Mn) was prepared in consecutive stages, characterized via various techniques (VSM, SEM, TEM, XRD, FT-IR, EDX, TG-DTA and ICP) and used as a capable nano-catalyst for the fast and green synthesis of divers 2H-indazolo[2,1-b]phthalazine-1,6,11(13H)-triones in a simple and efficient procedure from the one pot three-component condensation reaction of aldehydes, dimedone and phthalhydrazide in refluxed ethanol in excellent yields and fast reaction times. The Mn catalyst can be recycled and reused without notable loss of the catalytic activity. Also, the antibacterial properties of the Mn supported nano-catalyst were studied against a number of gram-positive and gram-negative bacterial strains.

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A New Supported Manganese-Based Coordination Complex as a Nano-Catalyst for the Synthesis of Indazolophthalazinetriones and Investigation of Its Antibacterial Activity

Chemistry ◽

10.3390/chemistry3030056 ◽

2021 ◽

Vol 3 (3) ◽

pp. 783-799

Author(s):

Maryam Ariannezhad ◽

Davood Habibi ◽

Somayyeh Heydari ◽

Vahideh Khorramabadi

Keyword(s):

Antibacterial Activity ◽

Simple Procedure ◽

Condensation Reaction ◽

Antibacterial Properties ◽

Coordination Complex ◽

Bacterial Strains ◽

One Pot ◽

Nano Catalyst ◽

Ft Ir ◽

The One

A new magnetic supported manganese-based coordination complex (Fe3O4@SiO2@CPTMS@MBOL@ Mn) was prepared in consecutive stages and characterized via various techniques (VSM, SEM, TEM, XRD, FT-IR, EDX, TG-DTA, and ICP). To evaluate its application, it was used for synthesis of divers Indazolophthalazinetriones in a simple procedure via the one-pot three-component condensation reaction of aldehydes, dimedone, and phthalhydrazide in ethanol under reflux conditions. The Mn catalyst can be recycled without any noticeable loss in catalytic activity. Additionally, the antibacterial properties of the nano-catalyst were studied against some bacterial strains.

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Ultrasonic Assisted Synthesis of 2, 3-Dihydroquinazolin-4(1H)-ones Involving Three-Component Reaction of Isatoic Anhydride, Amines and Pyrazole Carbaldehydes Catalyzed by [γ-Fe2O3@HAp-SO3H]

Letters in Organic Chemistry ◽

10.2174/1570178616666190401183953 ◽

2019 ◽

Vol 17 (1) ◽

pp. 24-30

Author(s):

Kiana F. Sina ◽

Asieh Yahyazadeh ◽

Nosrat O. Mahmoodi ◽

Kurosh R. Moghadam ◽

Mohammad Nikpassand ◽

...

Keyword(s):

Reaction Times ◽

Isatoic Anhydride ◽

Bacterial Strains ◽

One Pot ◽

Three Component Reaction ◽

Ultrasonic Assisted ◽

Ft Ir ◽

Novel Method ◽

The One ◽

Work Up

The combination of [γ-Fe2O3@HAp-SO3H] as a catalyst and ultrasonic effect catalyzed the synthesis of diverse derivatives of 2, 3-dihydroquinazolin-4(1H)-ones which is reported in this study. The products were synthesized via the one-pot three-component reaction of isatoic anhydride, amines and pyrazole carbaldehydes in water: EtOH catalyzed by recoverable [γ-Fe2O3@HAp-SO3H]. This paper conducted an investigation of the effect of various solvents, temperatures and catalysts on the reactions. Short reaction times, mild reaction conditions, simple work-up, the desired yields and the use of an appropriate catalyst are the advantages of this novel method. The new derivatives were validated by using FT-IR, 1HNMR, and 13CNMR. Moreover, the synthesized compounds were screened for their antimicrobial activity against bacterial strains.

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Leucine: green and efficient catalyst for the synthesis of 4H-chromenes

JOURNAL OF ADVANCES IN CHEMISTRY ◽

10.24297/jac.v10i9.6168 ◽

2017 ◽

Vol 10 (9) ◽

pp. 3197-3202 ◽

Cited By ~ 2

Author(s):

Davood Azarifar ◽

Younes Abbasi ◽

Omolbanin Badalkhani

Keyword(s):

Amino Acid ◽

Condensation Reaction ◽

Reaction Times ◽

Aromatic Aldehydes ◽

One Pot ◽

Efficient Catalyst ◽

Naturally Occurring ◽

The One ◽

High Yields ◽

Work Up

Leucine, a naturally occurring Î±-amino acid, has been found as an effective catalyst to effect the one-pot three-component condensation reaction between aromatic aldehydes, malononitrile and 5,5-dimethyl-1,3-cyclohexanedione (dimedone). Various 2-amino-4-aryl-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile derivatives are conveniently prepared by these reactions in excellent yields. High yields, short reaction times, simple work-up, use of green and naturally occurring catalyst and solvent are the main merits of the present protocol.

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Synthesis, Characterization and Biological Evaluation of Novel Tetrasubsituted Imidazole Compounds

10.20944/preprints202006.0219.v1 ◽

2020 ◽

Author(s):

Khurram Shahzad ◽

Faheem Abbas ◽

DIGVIJAY PANDEY ◽

Sanila Ajmal ◽

Mudassar Khadim ◽

...

Keyword(s):

Condensation Reaction ◽

Biological Evaluation ◽

Primary Amines ◽

Significant Activity ◽

Bacterial Strains ◽

Conductivity Method ◽

One Pot ◽

New Class ◽

Ft Ir ◽

Imidazole Compounds

A new class of tetrasubstituted imidazole based compounds was synthesized using a multicomponent one-pot synthesis scheme through a cyclo condensation reaction of benzil, aromatic primary amines, aldehydes and ammonium acetate in glacial acetic acid. The synthesized compounds have been analyzed and characterized by melting point, color, conductivity method, CHN analysis, FT-IR, and UV-Visible. The reaction proceeding was examined by TLC after regular intervals of period. To test biological activity, the synthesized compounds have been examined against various bacterial strains. From the analysis of the antibacterial activity of these synthesized compounds demonstrated that all three imidazole compounds have considerable to significant activity against the strains, and compound K2 was found potent comparatively.

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1, 3, 5-Tris (2-hydroxyethyl) Isocyanurate Functionalized SBA-15 (THEIC-SBA-15): as a Novel Heterogeneous Nano-Catalyst for the One-Pot Three-Component Synthesis of Tetrahydrobenzo [b] Pyrans in Water

Biointerface Research in Applied Chemistry ◽

10.33263/briac106.67066717 ◽

2020 ◽

Vol 10 (6) ◽

pp. 6706-6717

Keyword(s):

Electron Microscopy ◽

Low Cost ◽

Ethyl Cyanoacetate ◽

Reaction Times ◽

Hexagonal Structure ◽

Reaction Conditions ◽

One Pot ◽

Transition Electron Microscopy ◽

Nano Catalyst ◽

The One

1, 3, 5-Tris (2-hydroxyethyl) isocyanurate functionalized SBA-15 is used as a novel, highly efficient, and recyclable heterogeneous nano-catalyst for the one-pot 3-component synthesis of tetrahydro benzo [b] pyran derivatives. These unique derivatives were synthesized through the condensation reactions of the enolizable compounds, different aldehydes, and malononitrile (or ethyl cyanoacetate) under the mild reaction conditions, in the short reaction times, and gives excellent yields in the refluxing H2O as a green solvent. The accuracy of synthesizing functionalized SBA-15 was confirmed with FT-IR spectroscopy. Then the catalyst was characterized by scanning electron microscopy (SEM), transition electron microscopy (TEM), and surface area analysis (BET). TEM images demonstrated that the synthesized catalyst had a hexagonal structure. Simplicity in the operation, rapidity, high yields, low cost, mild reaction conditions, catalyst with low loading, evading the usage of toxic change metals, stability, and the catalyst reusability are the main advantages of the proposed protocol.

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Clean one-pot multicomponent synthesis of pyrans using a green and magnetically recyclable heterogeneous nanocatalyst

SynOpen ◽

10.1055/a-1469-6721 ◽

2021 ◽

Author(s):

Mina Ghassemi ◽

Ali Maleki

Keyword(s):

Room Temperature ◽

Significant Loss ◽

Copper Ferrite ◽

Multicomponent Synthesis ◽

Thermo Gravimetric ◽

Sem Images ◽

One Pot ◽

Three Component Reaction ◽

Ft Ir ◽

The One

Copper ferrite (CuFe2O4) magnetic nanoparticles (MNPs) were synthesized via thermal decomposition method and applied as a reusable and green catalyst in the synthesis of functionalized 4H-pyran derivatives using malononitrile, an aromatic aldehyde and a β-ketoester in ethanol at room temperature. Then it was characterized by Fourier transform infrared spectroscopy (FT-IR), energy-dispersive X-ray spectroscopy (EDX) analysis, scanning electron microscopy (SEM) images, thermo gravimetric and differential thermo gravimetric (TGA/DTG) analysis. The catalyst was recovered from the reaction mixture by applying an external magnet and decanting the mixture. Recycled catalyst was reused for several times without significant loss in its activity. Running the one-pot three-component reaction at room temperature, no use of eternal energy source and using a green solvent provide benign, mild, and environmentally friendly reaction conditions; as well, ease of catalyst recovering, catalyst recyclability, no use of column chromatography and good to excellent yields are extra advantages of this work.

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A highly efficient and green approach for the synthesis of pyrimido[4,5-b]quinolines using N,N-diethyl-N-sulfoethanaminium chloride

Zeitschrift für Naturforschung B ◽

10.1515/znb-2020-0098 ◽

2021 ◽

Vol 76 (2) ◽

pp. 85-90

Author(s):

Abdolkarim Zare ◽

Manije Dianat

Keyword(s):

Reaction Times ◽

Solvent Free ◽

One Pot ◽

Catalyst Amount ◽

Green Protocol ◽

Highly Efficient ◽

Green Approach ◽

Solvent Free Conditions ◽

The One ◽

High Yields

Abstract A highly efficient and green protocol for the synthesis of pyrimido[4,5-b]quinolines has been described. The one-pot multicomponent reaction of dimedone with arylaldehydes and 6-amino-1,3-dimethyluracil in the presence of N,N-diethyl-N-sulfoethanaminium chloride ([Et3N–SO3H][Cl]) as an ionic liquid (IL) catalyst under solvent-free conditions afforded the mentioned compounds in high yields and short reaction times. Our protocol is superior to many of the reported protocols in terms of two or more of these factors: the reaction times, yields, conditions (solvent-free versus usage of organic solvents), temperature and catalyst amount.

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Rapid and Green One-Pot Synthesis of Novel 2-(4-Hydroxy-2-oxo-2H-chromen-3-yl)-2-(arylamino)-1H-indene-1,3(2H)-diones

Letters in Organic Chemistry ◽

10.2174/1570178618666210615101248 ◽

2021 ◽

Vol 18 ◽

Author(s):

Abolfazl Olyaei ◽

Zahra Ghahremany ◽

Madieh Sadeghpour

Keyword(s):

Aromatic Amines ◽

Low Cost ◽

Guanidine Hydrochloride ◽

Reaction Times ◽

Solvent Free ◽

One Pot ◽

Solvent Free Conditions ◽

The One ◽

High Yields ◽

Work Up

: A green and efficient protocol was developed for the one-pot three-component synthesis of novel 2-(4-hydroxy-2-oxo-2H-chromen-3-yl)-2-(arylamino)-1H-indene-1,3(2H)-dione derivatives by the reaction of 4-hydroxycoumarin, ninhydrin and aromatic amines in the presence of guanidine hydrochloride as an organocatalyst under solvent-free conditions. The present approach offers several advantages such as low cost, simple work-up, short reaction times, chromatography-free purification, high yields and greener conditions.

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Recent advance in ester synthesis by Multi Component Reactions (MCRs): A Review

Current Organic Chemistry ◽

10.2174/1385272825666210111111805 ◽

2021 ◽

Vol 25 ◽

Author(s):

Dhaval B. Patel ◽

Jagruti A. Parmar ◽

Siddharth S. Patel ◽

Unnati J. Naik ◽

Hitesh D. Patel

Keyword(s):

Multicomponent Reactions ◽

Medicinal Chemistry ◽

Reaction Times ◽

Synthetic Methods ◽

Ester Synthesis ◽

One Pot ◽

Wide Range ◽

Recent Developments ◽

Ester Linkage ◽

The One

: The synthesis of ester containing heterocyclic compounds via multicomponent reaction is one of the most preferable process in the synthetic organic chemistry and medicinal chemistry. Compounds containing ester linkage have a wide range of biological application in the pharmaceutical field. Therefore, many method have been developed for the synthesis of these type of derivatives. However, some of them are carried out in the presence of toxic solvents and catalysts, with lower yields, longer reaction times, low selectivities and by-products. Thus, the development of new synthetic methods for the ester synthesis is required in the medicinal chemistry. As we know, multicomponent reactions (MCRs) are a powerful tool towards the one-pot ester synthesis, so in this article we have reviewed the recent developments in ester synthesis. This work covers selected explanation of methods via multicomponent reactions to explore the methodological development in ester synthesis.

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Synthesis of new bimetallic phosphate (Al/Ag3PO4) and study for its Catalytic performance in the synthesis of 1,2-dihydro-l-phenyl-3H-naphth [1,2-e]-[1,3] oxazin-3-one derivatives

Mediterranean Journal of Chemistry ◽

10.13171/mjc02108091579elhallaoui ◽

2021 ◽

Vol 11 (3) ◽

pp. 215

Author(s):

Achraf El Hallaoui ◽

Tourya Ghailane ◽

Soukaina Chehab ◽

Youssef Merroun ◽

Rachida Ghailane ◽

...

Keyword(s):

Reaction Times ◽

Catalytic Performance ◽

X Ray Diffraction ◽

One Pot ◽

X Ray ◽

Silver Sulfate ◽

Triple Super Phosphate ◽

Aryl Aldehyde ◽

Ft Ir ◽

First Time

This work aims to prepare a new bimetallic phosphate catalyst using a new simple and effective method. This new catalyst was ready for the first time by a modification of Triple Super Phosphate (TSP) fertilizer with silver sulfate (AgSO4), followed by the impregnation of the aluminum atoms using aluminum nitrate (Al(NO3)3). The use of Al/Ag3PO4, for the first time as a heterogeneous catalyst in organic chemistry, offers a new, efficient, and green pathway for synthesizing 1,2-dihydro-l-phenyl-3H-naphth[1,2-e]-[1,3]oxazin-3-one derivatives by one-pot three-component cyclocondensation of b-naphthol, aryl aldehyde, and urea. The structure and the morphology of the prepared catalyst were characterized by spectroscopic methods such as X-Ray Diffraction (XRD), Fourier Transform Infrared spectroscopy (FT-IR), and dispersive X-ray spectrometry coupled with a scanning electron microscope (EDX-SEM). In addition, the optimization of the reaction parameters was carried out considering the effect of catalyst amount, the temperature, and the solvent. The procedure described herein allowed a comfortable preparation of oxazine derivatives with excellent yields, short reaction times, and in the absence of organic solvent.

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