Zwitterionic sulfamic acid functionalized nanoclay: A novel nanocatalyst for the synthesis of dihydropyrano[2,3-c]pyrazoles and spiro[indoline-3,4 ´ -pyrano[2,3-c]pyrazole] derivatives

Safari, Javad; Ahmadzadeh, Majid

doi:10.1016/j.jtice.2016.12.010

Cited by 36 publications

(9 citation statements)

References 43 publications

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“…7 Heterogenization of ionic liquids on suitable porous supports, [8][9][10] suitable magnetic nanoparticles, [11][12][13] immobilized on solid supports, either by physical coating of the ionic liquids on Al 2 O 3 , 14,15 SiO 2 16,17 and TiO 2 18,19 or by covalent bonding of the ionic liquids to the support surface, would be a feasible and attractive approach to prepare an efficient solid catalyst with superior activity and stability. 20 While reasonable reusability was observed in most cases, the dispersion of the ionic liquid on the solid support was poor, and leaching of the ionic liquid occurred, resulting in loss of activity. 21,22 To overcome these drawbacks, graphene oxide (GO) can be used as a support material for immobilization of the ionic liquid with better dispersion, excellent activity, covalent bonding, and good reusability.…”

Section: Introductionmentioning

confidence: 99%

Ionic Liquid Supported on Magnetic Graphene Oxide as a Highly Efficient and Stable Catalyst for the Synthesis of Triazolopyrimidines

Jahanbakhshi¹,

Farahi²,

Aghajani³

2022

ACSi

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A novel sulfonic acid functionalized ionic liquid was prepared by anchoring 1-(propyl-3-sulfonate) vinylimidazolium hydrogen sulfate ([(CH2)3SO3HVIm]HSO4) on Fe3O4@GO. The prepared heterogeneous catalyst was characterized by XRD, FT-IR, EDX, SEM, VSM and TGA techniques. The results show that [(CH2)3SO3HVIm]HSO4 was successfully deposited on the surface of Fe3O4@GO and the prepared ionic liquid catalyst exhibited good thermal stability. The activity of the prepared catalyst was investigated in the synthesis of triazolo[1,5-a]pyrimidine derivatives by a one-pot three-component reaction of active methylene compound (malononitrile or ethyl cyanoacetate), 3-amine-1H-1,2,4-triazole and aryl aldehydes under solvent-free conditions. This catalyst could be rapidly separated by an external magnet and recycled seven times without significant loss of catalytic activity.

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Section: Introductionmentioning

confidence: 99%

Ionic Liquid Supported on Magnetic Graphene Oxide as a Highly Efficient and Stable Catalyst for the Synthesis of Triazolopyrimidines

Jahanbakhshi¹,

Farahi²,

Aghajani³

2022

ACSi

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“…Zwitterionic sulfamic acid modified montmorillonite k10 (MMT‐ZSA) nanoclay was synthesized by Safari and Ahmadzadeh as an environmental‐friendly and nontoxic catalyst to prepare pyranopyrazole and spiroindolinepyranopyrazole derivatives in four‐component reaction (Figure 9). [ 91 ] The same reaction protocol worked for different carbonyl compounds such as substituted benzaldehydes, isatins, acenaphthenequinone, indane‐1,2,3‐trione to afford the desired products 108–111 in excellent yields even after five cycles.…”

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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“…In 2017, 143 zwitterionic sulfamic acid functionalized nanoclay (MMT-ZSA) was prepared by montmorillonite K-10 as template, 3-aminopropyltriethoxysilane as linker and chlorosulfonic acid as a SO 3 H source (Scheme 106). MMT-ZSA as a reusable catalyst (five times) was applied to the synthesis of dihydropyrano [2,3-c] Ag/TiO 2 nanothin films as a green, robust, and recyclable catalyst was used for preparation of dihydropyrano [2,3-c]pyrazole derivatives in EtOH/H 2 O at 70 C 144 (Scheme 108).…”

Section: Using Nanocatalystmentioning

confidence: 99%

A Review on the Recent Multicomponent Synthesis of Pyranopyrazoles

Mamaghani

Nia

2019

Polycyclic Aromatic Compounds

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Due to biological and medicinal properties of pyranopyrazoles, synthesis of these bioactive heterocycles has attracted the interest of medicinal and organic chemists. This review focuses on the recent developments in multicomponent synthesis of pyranopyrazole and spiroconjugated pyranopyrazole systems. The present review describes the literature reports for the period 2005 to 2018. These reported approaches were performed in the classical and nonclassical conditions, particularly recent reports includes protocols under a green condition such as using catalyst, green solvents, and solvent-free conditions. ARTICLE HISTORY

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Zwitterionic sulfamic acid functionalized nanoclay: A novel nanocatalyst for the synthesis of dihydropyrano[2,3-c]pyrazoles and spiro[indoline-3,4 ´ -pyrano[2,3-c]pyrazole] derivatives

Cited by 36 publications

References 43 publications

Ionic Liquid Supported on Magnetic Graphene Oxide as a Highly Efficient and Stable Catalyst for the Synthesis of Triazolopyrimidines

Ionic Liquid Supported on Magnetic Graphene Oxide as a Highly Efficient and Stable Catalyst for the Synthesis of Triazolopyrimidines

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

A Review on the Recent Multicomponent Synthesis of Pyranopyrazoles

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