An Agro‐Waste Based Eco‐Friendly Synthesis, Electrochemical Behavior and Anti‐oxidant Properties Evaluation of Pyrano[2,3‐<i>c</i>]pyrazole and Pyrazolyl‐4<i>H</i>‐chromenes Derivatives

Badiger, Krishnappa B; Kuntoji, Giddaerappa; Hanumanthappa, Ramesha; Sannegowda, Lokesh Koodlur; Kamanna, Kantharaju

doi:10.1002/slct.202104033

Cited by 4 publications

(1 citation statement)

References 70 publications

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“…In this framework, agricultural wastes as an alternative source for toxic and dangerous catalysts for the environment have shown the capability to serve as green catalysts due to their ease of biodegradability. Moreover, water extract of pomegranate peel ash (WEPPA), water extract of lemon fruit shell ash (WELFSA), and Water extract of mango peel ash (WEMPA) are some examples of natural aqueous medium catalysts that have participated in producing 4H-chromene derivatives through the multicomponent reactions under exposure to microwave in recent years 53 – 55 . In an engaging report, multi-component reactions in combination with photocatalytic processes for 4H-chromene synthesizing have been investigated 56 .…”

Section: Introductionmentioning

confidence: 99%

CSA@g-C3N4 as a novel, robust and efficient catalyst with excellent performance for the synthesis of 4H-chromenes derivatives

Hosseini,

Azizi

2023

Sci Rep

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A pioneering robust and green heterogeneous acidic catalyst (CSA@g-C3N4) was rationally designed via immobilization of camphorsulfonic acid (CSA) on the g-C3N4 surface under mild conditions. Grafting CSA in the g-C3N4 lattice is distinguished as the root cause of facilitating the structure change of g-C3N4, leading to a unique morphology, accordingly the remarkable catalytic efficiency of CSA@g-C3N4. The morphology of new as-prepared nano-catalyst was specified by means of FT-IR, XRD, SEM, EDS, TEM, TGA, and BET. For the first time, it is exhibited that the efficient catalyst CSA@g-C3N4 can productively accomplish the three-component reactions with high yields and also serve as an inspiration for easily performing various sorts of MCRs based on our finding. The recommended synthesis pathway of chromenes derivatives is facile and cost-effective which applies a condensation reaction of salicylaldehyde, thiophenol, and malononitrile followed by ready purification in a benign manner. Moreover, the CSA@g-C3N4 nanocomposite can be promptly reused, illustrating no sensational decrease in the catalytic activity after ten times.

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Section: Introductionmentioning

confidence: 99%

CSA@g-C3N4 as a novel, robust and efficient catalyst with excellent performance for the synthesis of 4H-chromenes derivatives

Hosseini,

Azizi

2023

Sci Rep

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Six-membered ring systems: With O and/or S atoms

Santos,

Silva

2023

Progress in Heterocyclic Chemistry

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Microwave-accelerated Eco-friendly Performance of the Knoevenagel Condensation Reaction with Various Active Methylene Derivat-ives evaluation of Electrochemical Properties

Kamanna

Badiger

2023

COCAT

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Background: The present work describes sustainable Knoevenagel condensation reaction of aryl/ heterocyclic aldehyde with various active methylene derivatives such as malononitrile, dimedone, ethyl cyanoacetate, ethyl acetoacetate, barbituric acid, and thiobarbituric acid is reported. The protocol was developed using water extract of mango peel ash (WEMPA), an agro-waste that emerged as a greener solvent media and in combination with microwave irradiation gave high-yield product isolation. The method noticed added advantages for the reaction faster reaction rate, inexpensive extract media, simple work-up, and not required chromatographic purification. The present method synthesized various Knoevenagel condensation derivatives benzylidinemalononitrile, ethyl benzylidenecyanoacetate, ethyl benzylideneacetoacetate, benzalbarbituric acid, benzylidene-2-thiobarbituric acid, and 5,5-dimethylcyclohexane-1,3-diones were characterized by FT-IR, 1H- & 13C-NMR, and mass spectrometry. Further, selected derivatives were investigated for their electrochemical studies using cyclic voltammetry, and showed comparable oxidation and reduction potential properties. Objective: The objective of this work is to develop a green methodology synthesis of various active methylene derivatives via Knoevenagel condensation to give the product of benzylidinemalononitrile, ethyl benzylidenecyanoacetate, ethyl benzylideneacetoacetate, benzalbarbituric acid, benzylidene-2-thiobarbituric acid and 5,5-dimethylcyclohexane-1,3-diones. Methods: We have demonstrated WEMPA as a greener homogenous agro-waste catalytic medium for the economic synthesis of Knoevenagel condensation products. The developed method was found robust, non-toxic and solvent-free with a simple work-up to give the target product. The selected derivatives were investigated for their electrochemical studies using the cyclic voltammetry method. Results: The agro-waste-based catalyst developed avoids the use of the external organic or inorganic base for the Knoevenagel condensation reaction under microwave irradiation. The described method found faster, eco-friendly, simple filtration and recrystallization excellent yield, and purity of the Knoevenagel product. Further, the selected compounds (8a-8d, 9a- 9d, 10a-10d, 11a,-11c, 12a, 12b, and 13a-13c) were subjected to electrochemical behavior studies and showed good oxidation and reduction properties. Conclusion: In summary, we have established an efficient, simple, inexpensive agro-waste based catalytic approach for the synthesis of benzylidinemalononitrile, ethyl benzylidenecyanoacetate, ethyl benzylideneacetoacetate, benzalbarbituric acid, benzylidene-2-thiobarbituric acid and 5,5-dimethylcyclohexane-1,3-diones derivatives under microwave irradiation described. The catalyst is agro-waste derived, which is abundant in nature and recyclable without loss of activity after the four-run of the reaction, thus making the present approach a greener one. The advantages of the approach are inexpensive, chemical base free, requiring no external metal catalyst, short reaction time, and simple work-up isolated excellent yields of the product. For the first time, herein, we reported the electrochemical behavior of the products prepared, and showed good oxidation and reduction properties, and these molecules will emerge as good antioxidant agents. other: NA

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An Agro‐Waste Based Eco‐Friendly Synthesis, Electrochemical Behavior and Anti‐oxidant Properties Evaluation of Pyrano[2,3‐c]pyrazole and Pyrazolyl‐4H‐chromenes Derivatives

Cited by 4 publications

References 70 publications

CSA@g-C3N4 as a novel, robust and efficient catalyst with excellent performance for the synthesis of 4H-chromenes derivatives

CSA@g-C3N4 as a novel, robust and efficient catalyst with excellent performance for the synthesis of 4H-chromenes derivatives

Six-membered ring systems: With O and/or S atoms

Microwave-accelerated Eco-friendly Performance of the Knoevenagel Condensation Reaction with Various Active Methylene Derivat-ives evaluation of Electrochemical Properties

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