Green and efficient synthesis of 2, 3-dihydroquinazolin-4(1H)-ones in aqueous medium using ZnFe2O4 catalyst under microwave irradiation

Rupnar, Balaji D.; Kachave, Tejswini R; Jawale, Pramod D; Shisodia, Suresh U.; Pawar, Rajendra P.

doi:10.1007/s13738-017-1124-y

Cited by 16 publications

(7 citation statements)

References 19 publications

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“…According to Rupnar et al, the reaction was triggered by the synthesis of a Schiff base intermediate between benzaldehyde 7 and 2-aminobenzamide 91 in the presence of a ZnFe 2 O 4 catalyst, which works as a Lewis acid to enhance the electrophilicity of aldehydic carbon. [41] A nucleophilic attack of the amide nitrogen on the electron-deficient carbon of the Schiff base led in the formation of a cyclized product via a 1, 5 proton shift to obtain 2, 3-dihydroquinazolin-4(1H)-ones derivative 92…”

Section: Chemistryselectmentioning

confidence: 99%

Reusable Nano Catalysed Synthesis of Heterocycles: An Overview

Sonawane¹,

Deore²,

Chavan

2022

ChemistrySelect

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The field of reusable nano‐catalysts has grown rapidly over the last decade. Recently, transition metal catalysed organic reactions have attracted considerable interest from the pharmaceutical and organic chemistry fields. Synthetic procedures based on such heterogeneous nanocatalysts are easier, less expensive, non‐toxic, and eco‐friendly, producing only the most desirable products in higher yields and allowing for easy catalyst separation. Heterogeneous nano‐catalysts were highly preferred over homogeneous catalysts for the synthesis of heterocyclic compounds due to their effective separation processes for both products and catalysts. According to recent studies, nanoparticles (NPs) are commonly used as a heterogeneous catalyst in the production of heterocyclic compounds. Heterogeneous catalysts are widely used in a variety of organic reactions due to their high surface‐to‐volume ratio. Most importantly, after the reaction is complete, easy magnetic separation of the catalyst minimises the requirement for catalyst filtration. Additionally, magnetic NPs, particularly supported magnetic nanocatalysts, have garnered considerable interest in both academic and industrial research due to their effectiveness as alternatives to traditional materials, their ease of separation via an external magnet, and their high degree of chemical stability in a variety of organic and inorganic solvents. To reach its depth, this review is focused on the most recent examples, their preparation, synthetic strategies and recycling studies of highly excited catalytic systems used for the synthesis of heterocyclic compounds.

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Section: Chemistryselectmentioning

confidence: 99%

Reusable Nano Catalysed Synthesis of Heterocycles: An Overview

Sonawane¹,

Deore²,

Chavan

2022

ChemistrySelect

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“…A number of classical methods for synthesis of 2,3‐dihydroquinazolin‐4(1H)‐one have been reported in literature involving solid‐phase synthesis of 2‐arylamino substituted quinazolinones, reaction of ortho‐nitrobenzamide with aldehyde promoted by samarium iodide, reaction of anthranilamide with aldehydes or ketones in presence of cerium (IV) ammonium nitrate, silica sulfuric acid, ionic liquid/water, KAl(SO 4 ) 2 ⋅ 12H 2 O, gallium triflate, chiral phosphoric acid,, TiCl 4 −Zn in THF, amberlyst‐15 sulfonic acid, MCM−41−SO 3 H a mesoporous silica material, Sc(III)‐ inda ‐pybox, Choline hydroxide, ZnFe 2 O 4 , Yttrium nitrate, etc. However most of the reported methods involve the use of organic solvents, metal catalyst with tedious procedure and low yields of product.…”

Section: β‐Cyclodextrin Catalyzed Organic Transformationsmentioning

confidence: 99%

β‐Cyclodextrin: A Green and Efficient Supramolecular Catalyst for Organic Transformations

Dalal

Patil

Tayade

2018

The Chemical Record

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β-Cyclodextrin is cyclic oligosaccharide possessing hydrophobic cavity, which binds the substrates selectively and catalyze number of organic transformations with high selectivity. It catalyzes the reaction by non-covalent supramolecular bonding with reversible formation of host-guest complexes as seen in enzymes. This account summarizes our efforts in designing a good number of important organic transformations using β-cyclodextrin and its derivatives. These reactions were performed in neat, aqueous as well as organic media. Greener synthetic routes to a variety of biologically relevant organic molecules has been developed. The temperature, solvent and catalyst amount plays in important role in these reactions. β-Cyclodextrin activates variety of organic compounds like aldehydes, ketones, anhydride, oximes, amines, nitriles and increases the rate of reactions.

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“…Recently, nanoparticles of mixed metal oxide (ZnFe 2 O 4 ) have been broadly used in modern organic synthesis. Some examples of synthesized compounds by using (ZnFe 2 O 4 ) nanocatalyst are 2,3‐dihydroquinazolin‐4(1H)ones 22 and pyrano[2,3‐d]pyrimidines 23 derivatives. ZnFe 2 O 4 is one of the economically efficient, insoluble in organic solvents, easily recover, easy to separate, having low surface area, heterogeneous, and economically cheap nanocatalyst 24–29 .…”

Section: Introductionmentioning

confidence: 99%

Synthesis of substituted pyrimidine using ZnFe₂O₄ nanocatalyst via one pot multi‐component reaction ultrasonic irradiation

Chavan

Bangale²,

Pansare

et al. 2020

Journal of Heterocyclic Chem

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A highly efficient, eco‐friendly, recyclable heterogeneous ZnFe2O4 nanocatalyzed synthesis of 2‐amino‐4‐substituted 1,4‐dihydrobenzo[4,5]imidazo[1,2‐a]pyrimidine‐3‐carbonitrile (4a‐j) derivatives via one pot multicomponent reaction of benzimidazole (1), substituted aromatic aldehyde (2a‐j) and malononitrile (3) under ultrasonic irradiations. Significance of this synthetic approach is short reaction time, easy handling, simplicity, efficiency, high yield, and recoverable catalyst.

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Green and efficient synthesis of 2, 3-dihydroquinazolin-4(1H)-ones in aqueous medium using ZnFe2O4 catalyst under microwave irradiation

Cited by 16 publications

References 19 publications

Reusable Nano Catalysed Synthesis of Heterocycles: An Overview

Reusable Nano Catalysed Synthesis of Heterocycles: An Overview

β‐Cyclodextrin: A Green and Efficient Supramolecular Catalyst for Organic Transformations

Synthesis of substituted pyrimidine using ZnFe₂O₄ nanocatalyst via one pot multi‐component reaction ultrasonic irradiation

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Green and efficient synthesis of 2, 3-dihydroquinazolin-4(1H)-ones in aqueous medium using ZnFe2O4 catalyst under microwave irradiation

Cited by 16 publications

References 19 publications

Reusable Nano Catalysed Synthesis of Heterocycles: An Overview

Reusable Nano Catalysed Synthesis of Heterocycles: An Overview

β‐Cyclodextrin: A Green and Efficient Supramolecular Catalyst for Organic Transformations

Synthesis of substituted pyrimidine using ZnFe2O4 nanocatalyst via one pot multi‐component reaction ultrasonic irradiation

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Synthesis of substituted pyrimidine using ZnFe₂O₄ nanocatalyst via one pot multi‐component reaction ultrasonic irradiation