Meglumine catalyzed expeditious four-component domino protocol for synthesis of pyrazolopyranopyrimidines in aqueous medium

Li, Xiao-Tang; Zhao, Ai-Dong; Mo, Li‐Ping; Zhang, Zhan‐Hui

doi:10.1039/c4ra08689a

Cited by 71 publications

(37 citation statements)

References 82 publications

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“…84 The mechanism of this reaction appears to involve the formation of 3-methyl-1H-pyrazol-5(4H)-one 84 The mechanism of this reaction appears to involve the formation of 3-methyl-1H-pyrazol-5(4H)-one …”

Section: Scheme 21mentioning

confidence: 99%

Recent applications of barbituric acid in multicomponent reactions

2016

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Barbituric acid has been utilized in design and synthesis of diverse types of heterocyclic and carbocyclic compounds and considered as an important building block in organic synthesis.There is a wide range of multicomponent reactions that include barbituric acid as starting material. This article aims to review the chemistry of barbituric acids employed in design and synthesis of different types of compounds during the period from 2011 to 2015.

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Section: Scheme 21mentioning

confidence: 99%

Recent applications of barbituric acid in multicomponent reactions

2016

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“…Pyranopyrazole moiety is formed of two moiety pyrazole and pyran which have biological activities such as bactericidal, insecticidal, analgesic, anti‐cancer and anti‐inflammatory activities . Also, these compounds play role in the agrochemical industry . For these reasons, synthesis of Pyranopyrazole derivatives was significant attention.…”

Section: Introductionmentioning

confidence: 99%

CoFe₂O₄@SiO₂‐PA‐CC‐Guanidine MNPs as an Efficient Catalyst for the One‐Pot, Four‐Component Synthesis of Pyrazolopyranopyrimidines

Rostami

Shiri

2019

ChemistrySelect

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A new and mild protocol for the synthesis of pyrazolopyranopyrimidines using CoFe2O4@SiO2‐PA‐CC‐Guanidine MNPs in water at room temperature was reported. Pyrazolopyranopyrimidine derivatives were synthesized from reaction between hydrazine hydrate, ethylacetoacetate, aldehydes and barbituric acid derivatives in good to excellent yields. This nanocatalyst was characterized by FT‐IR spectroscopy, scanning electron microscopy (SEM), energy dispersive X‐ray spectroscopy (EDX), X‐ray diffraction (XRD), Thermogravimetric analysis (TGA) and vibrating sample magnetometry (VSM) techniques. CoFe2O4@SiO2‐PA‐CC‐Guanidine MNPs have high activity and easy separation from the reaction mixture. This magnetic nanocatalyst has recovery capability and can be reused for the several times.

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“…They are reported to possess a multiplicity of pharmacological properties including antimicrobial , anticancer , anti‐inflammatory , inhibitors of human Chk1 kinase , and also as biodegradable agrochemicals . Furthermore, they play a significant role as crucial synthetic intermediates that find applications as pharmaceutical ingredients and biodegradable agrochemicals .…”

Section: Introductionmentioning

confidence: 99%

An Efficient Four Component Domino Synthesis of Pyrazolopyranopyrimidines using Recyclable Choline Chloride:Urea Deep Eutectic Solvent

Tipale

Khillare

Deshmukh

et al. 2018

Journal of Heterocyclic Chem

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An efficient synthesis of pyrazolopyranopyrimidines was achieved by four component domino reaction of aldehydes, barbituric acid, hydrazine hydrate, and ethyl acetoacetate using biodegradable and recyclable choline chloride:urea as deep eutectic solvent. The reaction proceeds rapidly and affords the corresponding diverse tricyclic fused pyrazolopyranopyrimidines with a good to excellent yield. The protocol has the advantage of easy workup, high yields, and an environmentally benign methodology compared with other reported methods. The simplicity of this method makes it an interesting alternative to other approaches.

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Meglumine catalyzed expeditious four-component domino protocol for synthesis of pyrazolopyranopyrimidines in aqueous medium

Abstract: Meglumine has been found to be an efficient catalyst for the synthesis of structurally diverse tricyclic fused pyrazolopyranopyrimidines by one-pot, four-component reaction of ethyl acetoacetate, hydrazine hydrate, aromatic aldehydes and barbituric acid in water.

Cited by 71 publications

References 82 publications

Recent applications of barbituric acid in multicomponent reactions

Recent applications of barbituric acid in multicomponent reactions

CoFe₂O₄@SiO₂‐PA‐CC‐Guanidine MNPs as an Efficient Catalyst for the One‐Pot, Four‐Component Synthesis of Pyrazolopyranopyrimidines

An Efficient Four Component Domino Synthesis of Pyrazolopyranopyrimidines using Recyclable Choline Chloride:Urea Deep Eutectic Solvent

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Meglumine catalyzed expeditious four-component domino protocol for synthesis of pyrazolopyranopyrimidines in aqueous medium

Abstract: Meglumine has been found to be an efficient catalyst for the synthesis of structurally diverse tricyclic fused pyrazolopyranopyrimidines by one-pot, four-component reaction of ethyl acetoacetate, hydrazine hydrate, aromatic aldehydes and barbituric acid in water.

Cited by 71 publications

References 82 publications

Recent applications of barbituric acid in multicomponent reactions

Recent applications of barbituric acid in multicomponent reactions

CoFe2O4@SiO2‐PA‐CC‐Guanidine MNPs as an Efficient Catalyst for the One‐Pot, Four‐Component Synthesis of Pyrazolopyranopyrimidines

An Efficient Four Component Domino Synthesis of Pyrazolopyranopyrimidines using Recyclable Choline Chloride:Urea Deep Eutectic Solvent

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CoFe₂O₄@SiO₂‐PA‐CC‐Guanidine MNPs as an Efficient Catalyst for the One‐Pot, Four‐Component Synthesis of Pyrazolopyranopyrimidines