One-pot multicomponent synthesis in aqueous medium of 1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile and derivatives using a green and reusable nano-SiO2 catalyst from agricultural waste

Patel, Khushbu; Misra, Nirendra M.; Vekariya, Rajesh H.; Shettigar, Rakshith R.

doi:10.1007/s11164-017-3104-3

Cited by 54 publications

(17 citation statements)

References 46 publications

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“…118 The catalytic activity of lemon juice is mainly due to the presence of citric and ascorbic acids, thereby which it acts as an acid catalyst in this transformation. In 2017, Patel et al 119 derived nano-silica from agricultural waste wheat straw and it can be applied as a heterogeneous catalyst for the one-pot preparation of several dihydropyrano[2,3-c]pyrazole derivatives 37 from the four-component reaction of aromatic aldehyde 10, malononitrile 2, hydrazine hydrate 9 and ethyl acetoacetate 13 by using water as a solvent at 80 °C (Scheme 67). The catalytic activity of the prepared catalyst was compared with other catalysts and it was found to be very superior to the reported catalyst for this transformation.…”

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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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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“…Patel et al [ 68 ] completed the preparation of pyrano[2,3- c ]-pyrazoles ( 39 ) by applying a recyclable nano-SiO 2 catalyst. The nano-silica catalyst was synthesised from the agriculture waste of wheat straw via the sol-gel process.…”

Section: Single Metal-containing Catalystsmentioning

confidence: 99%

“…The obtained pyrazolone (35) involved Michael's addition (36) and was followed by cyclisation (37) to afford target compounds. Patel et al [68] completed the preparation of pyrano[2,3-c]-pyrazoles (39) by applying a recyclable nano-SiO 2 catalyst. The nano-silica catalyst was synthesised from the agriculture waste of wheat straw via the sol-gel process.…”

Section: Single Metal-containing 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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“…[ 87 ] and silica nanoparticles from wheat straw (WS‐SiO 2 NPs). [ 88 ] in different conditions has been reported by various research groups. Some interesting features of Preyssler heteropoly acid supported on SiO 2 coated NiFe 2 O 4 MNPs were their good hydrolytic stability (pH 0–12), heat stability, and the presence of 14 acidic hydrogens.…”

Section: Review Of the Literaturementioning

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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One-pot multicomponent synthesis in aqueous medium of 1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile and derivatives using a green and reusable nano-SiO2 catalyst from agricultural waste

Cited by 54 publications

References 46 publications

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

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

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

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