Synergetic effects of naturally sourced metal oxides in organic synthesis: a greener approach for the synthesis of pyrano[2,3-c]pyrazoles and pyrazolyl-4H-chromenes

Shinde, Sachin; Patil, Meenakshi; Damate, Shashikant A.; Patil, Suresh S.

doi:10.1007/s11164-017-3197-8

Cited by 31 publications

(13 citation statements)

References 44 publications

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“…(lit.) (°C) 1 4-Chlorobenzaldehyde 5a 15 94 230–232 231–233 31 2 4-Nitrobenzaldehyde 5b 15 95 240–242 239–242 8 3 2-Nitrobenzaldehyde 5c 20 92 223–225 220–222 32 4 2,4-Dichlorobenzaldehyde 5d 25 90 228–230 229–230 33 5 4-Fluorobenzaldehyde 5e 20 94 171–173 168–170 34 6 3-Bromobenzaldehyde 5f 30 90 183–185 177–179 35 7 4-Methylbenzaldehyde 5g 30 94 190 192–194 36 8 4-Methoxybenzaldehyde 5h 25 93 165–167 168–170 37 ...…”

Section: Resultsmentioning

confidence: 99%

Fe3O4@chitosan-tannic acid bionanocomposite as a novel nanocatalyst for the synthesis of pyranopyrazoles

Kamalzare

Ahghari

Bayat

et al. 2021

Sci Rep

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Recently magnetic nanocatalyst has attracted considerable attention because of its unique properties, including high performance, easy separation from the reaction mixture, and recyclability. In this study, a novel magnetic bionanocomposite was synthesized with chitosan and tannic acid as a natural material. The synthesized bionanocatalyst was characterized by essential analysis. Fe3O4@chitosan-tannic acid as a heterogeneous nanocatalyst was successfully applied to synthesize pyranopyrazole and its derivatives by a one-pot four-component reaction of malononitrile, ethyl acetoacetate, hydrazine hydrate, and various aromatic aldehyde. At the end of the reaction, the nanocatalyst was separated from the reaction mixture and was reused several times with no significant decrease in its catalytic performance. Simple purification of products, the ability for recovering and reusing the nanocatalyst, eco-friendliness, high yields of pure products, mild reaction conditions, short reaction time, non-toxicity, economically affordable are some of the advantages of using the fabricated nanocatalyst in the synthesis of pyranopyrazole.

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Section: Resultsmentioning

confidence: 99%

Fe3O4@chitosan-tannic acid bionanocomposite as a novel nanocatalyst for the synthesis of pyranopyrazoles

Kamalzare

Ahghari

Bayat

et al. 2021

Sci Rep

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“…The synthesis was carried out via the one-pot reaction of several derivatives of aryl/heteroaryl aldehyde 5, malononitrile 2, hydrazine hydrate 34, and ethyl acetoacetate 13 in an aqueous medium at room temperature under the influence of bael fruit ash (BFA) as a natural catalyst (Scheme 68). 120 The presence of metal oxides having active M 2+ , oxide, and hydroxides provides several Lewis basic sites (O 2and OH) along with Lewis acid sites (M 2+ ) that activate the reactants towards the completion of the reaction. (WEB) as nature-derived reaction medium at room temperature for 30 minutes.…”

Section: Nature Derived Catalyst Mediated Synthesismentioning

confidence: 99%

Applications of pyrazolone in multicomponent reactions for the synthesis of dihydropyrano[2,3-c]pyrazoles and spiro-pyrano[2,3-c]pyrazoles in an aqueous medium

Borah¹,

Dwivedi²,

Chowhan³

2021

Arkivoc

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Pyrazolone is an important class of heterocyclic compounds with numerous applications in the fields of organic/material/pharmaceutical chemistry, food/textile industry and cosmetics. Because of these importances, the synthesis of biologically active complex molecules by employing pyrazolone has emerged. Dihydropyrano[2,3-c]pyrazoles and spiro-pyrano[2,3-c]pyrazoles are synthesized from pyrazolone and hold huge potential in the field of medicinal chemistry because of their wide-ranging biological activities. This review article will summarize the up to date advances on the application of pyrazolone in multicomponent reactions for the synthesis of dihydro-and spiro-pyrano[2,3-c]pyrazoles in aqueous medium.

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“…Shinde and his research group [ 97 ] designed the successful synthesis of a beal fruit ash (BFA) as a natural catalyst. The resultant BFA catalyst was confirmed and characterised by various spectroscopy analysis, i.e., FT-IR, XRD, SEM and DSC-TGA.…”

Section: With Miscellaneous Materials and Composites As Catalystsmentioning

confidence: 99%

“…The stated reaction mechanism giving the desired spiro products was involved in the Knoevenagel condensation (132) and Michael addition (133), and was followed by cyclisation (134). Shinde and his research group [97] designed the successful synthesis of a beal fruit ash (BFA) as a natural catalyst. The resultant BFA catalyst was confirmed and characterised by various spectroscopy analysis, i.e., FT-IR, XRD, SEM and DSC-TGA.…”

Section: With Miscellaneous Materials and Composites As Catalystsmentioning

confidence: 99%

Advances in Pyranopyrazole Scaffolds’ Syntheses Using Sustainable Catalysts—A Review

et al. 2021

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Heterogeneous catalysis plays a crucial role in many chemical processes, including advanced organic preparations and the design and synthesis of new organic moieties. Efficient and sustainable catalysts are vital to ecological and fiscal viability. This is why green multicomponent reaction (MCR) approaches have gained prominence. Owing to a broad range of pharmacological applications, pyranopyrazole syntheses (through the one-pot strategy, employing sustainable heterogeneous catalysts) have received immense attention. This review aimed to emphasise recent developments in synthesising nitrogen-based fused heterocyclic ring frameworks, exploring diverse recyclable catalysts. The article focused on the synthetic protocols used between 2010 and 2020 using different single, bi- and tri-metallic materials and nanocomposites as reusable catalysts. This review designated the catalysts’ efficacy and activity in product yields, reaction time, and reusability. The MCR green methodologies (in conjunction with recyclable catalyst materials) proved eco-friendly and ideal, with a broad scope that could feasibly lead to advancements in organic synthesis.

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Synergetic effects of naturally sourced metal oxides in organic synthesis: a greener approach for the synthesis of pyrano[2,3-c]pyrazoles and pyrazolyl-4H-chromenes

Cited by 31 publications

References 44 publications

Fe3O4@chitosan-tannic acid bionanocomposite as a novel nanocatalyst for the synthesis of pyranopyrazoles

Fe3O4@chitosan-tannic acid bionanocomposite as a novel nanocatalyst for the synthesis of pyranopyrazoles

Applications of pyrazolone in multicomponent reactions for the synthesis of dihydropyrano[2,3-c]pyrazoles and spiro-pyrano[2,3-c]pyrazoles in an aqueous medium

Advances in Pyranopyrazole Scaffolds’ Syntheses Using Sustainable Catalysts—A Review

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