Natural Phosphate K09 as a New Reusable Catalyst for the Synthesis of Dihydropyrano[2,3-c]Pyrazole Derivatives at Room Temperature

Mejdoubi, K. El; Sallek, Brahim; Digua, Khalid; Chaair, Hassan; Oudadesse, Hassane

doi:10.1134/s0023158419040098

Cited by 14 publications

(4 citation statements)

References 31 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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“…Use of 0.02 g of the nanocatalyst gave superior results (76-94%) within a 10 min reaction time at reflux conditions (Scheme 30). Furthermore, replacement of 1,3-dicarbonyl compound (98) to the 3-methylpyrazolineone (8) resulted in the significant yields (80-95%) of tetrahydrobenzopyrans (100) with similar reaction conditions after 15 min. The catalyst material showed matching activity for five runs and offered excellent yields of both the tetrahydrobenzopyran and pyranopyrazole derivatives within a short reaction time.…”

Section: With Tri-metallic Catalystsmentioning

confidence: 96%

“…The catalyst was stable for up to 5 runs with little loss in its activity. Mejdoubi et al [98] described an efficient, recyclable catalyst, natural phosphate K09, which was used for synthesising pyrano[2,3-c]-pyrazoles (133). The EDX study revealed the catalyst material's elemental composition as Al, Cd, Cr, Fe, K, Na, S, Si, and Mg.…”

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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“…[ 1 ] Their work was extended by many scientists and several reports on the synthesis of pyranopyrazole derivatives have been published. [ 2–6 ]…”

Section: Introductionmentioning

confidence: 99%

Synthesis of pyrano[2,3‐c]pyrazoles: A review

Sikandar

Zahoor

2020

Journal of Heterocyclic Chem

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One‐pot synthesis of pyrano[2,3‐c]pyrazole derivatives via two or multicomponent condensation of β‐ketoesters, hydrazine monohydrate/phenyl hydrazine, malononitrile, and substituted benzaldehydes is of great interest not only in synthetic chemistry but also in medicinal chemistry because of the tremendous biological activities, such as anticancer, anti‐inflammatory, analgesic, antimicrobial, and enzyme inhibitory activities exhibited by pyranopyrazoles. This review provides extensive knowledge on novel synthetic methodologies of biologically active non‐spiro/spiro‐pyrano[2,3‐c]pyrazole derivatives published recently.

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Natural Phosphate K09 as a New Reusable Catalyst for the Synthesis of Dihydropyrano[2,3-c]Pyrazole Derivatives at Room Temperature

Cited by 14 publications

References 31 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

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

Synthesis of pyrano[2,3‐c]pyrazoles: A review

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