Polystyrene‐supported AICI<sub>3</sub>: A highly active and reusable heterogeneous catalyst for the one‐pot synthesis of dihydropyrimidinones

Wang, Liang; Cai, Chun

doi:10.1002/jhet.5570450633

Cited by 33 publications

(3 citation statements)

References 36 publications

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“…In 2008, Wang and co-workers employed polystyrene supported aluminum chloride (Ps-AlCl 3 , Table ) as a heterogeneous catalyst for synthesis of dihydropyrimidinones . The Ps-AlCl 3 catalyst shown maximum efficiency in ethanol.…”

Section: Organic Polymersmentioning

confidence: 99%

Biginelli Reaction: Polymer Supported Catalytic Approaches

et al. 2019

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The Biginelli product, dihydropyrimidinone (DHPM) core, and its derivatives are of immense biological importance. There are several methods reported as modifications to the original Biginelli reaction. Among them, many involve the use of different catalysts. Also, among the advancements that have been made to the Biginelli reaction, improvements in product yields, less hazardous reaction conditions, and simplified isolation of products from the reaction predominate. Recently, solid-phase synthetic protocols have attracted the research community for improved yields, simplified product purification, recyclability of the solid support, which forms a special economic approach for Biginelli reaction. The present Review highlights the role of polymer-supported catalysts in Biginelli reaction, which may involve organic, inorganic, or hybrid polymers as support for catalysts. A few of the schemes involve magnetically recoverable catalysts where work up provides green approach relative to traditional methods. Some research groups used polymer−catalyst nanocomposites and polymer-supported ionic liquids as catalyst. Solvent-free, an ultrasound or microwave-assisted Biginelli reactions with polymer-supported catalysts are also reported.

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Section: Organic Polymersmentioning

confidence: 99%

Biginelli Reaction: Polymer Supported Catalytic Approaches

et al. 2019

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“…There have been several reports on the immobilization of the various homogeneous catalysts using different kinds of insoluble solid supports for this transformation. They are of diverse classes, for instance, from silica, clay, polymer, carbon, and alumina to magnetic matrix, among others [35][36][37][38][39][40][41][42][43][44][45][46][47][48][49][50][51][52][53]. In this context, Beldar et al published a review that highlighted the role of polymer-supported catalysts in Biginelli reaction, which may involve organic, inorganic, or hybrid polymers as support for catalysts [54].…”

Section: Introductionmentioning

confidence: 99%

Poly(N‐vinyl‐2‐pyrrolidone)‐supported ferric chloride: An effective reusable heterogeneous catalyst for one‐pot synthesis of 3,4‐dihydropyrimidin‐2(1H)‐ones/thiones via three‐component Biginelli reaction

Rahmatpour

Donyapeyma

2022

Journal of Heterocyclic Chem

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An environmentally benign three‐component Biginelli protocol for the one‐pot synthesis of substituted 3,4‐dihydropyrimidin‐2(1H)‐ones/thiones using an accessible, nontoxic, easy to handle, and recoverable macromolecular Lewis acidic catalyst is developed. N,N′‐methylene bis‐acrylamide‐cross‐linked poly(N‐vinyl‐2‐pyrrolidone) (MBA‐PVNP) as beads was used as a support for ferric chloride, resulting in a heterogeneous and reusable catalyst. The reusability test of the heterogenized version of ferric chloride, PNVP/FeCl3 ascertained that the obtained catalyst can be easily separated from the reaction mixture by filtration and reused several times with no great decline of activity.

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“…The use of a core metal salt as a catalyst is associated with a major problem of recovery of the catalyst from the reaction medium making reaction work‐up and product isolation tedious. To overcome this problem, researchers have made great efforts to find eco‐friendly reusable heterogeneous catalysts based on organic, inorganic and organic–inorganic hybrid solid supports for various organic transformations . Polystyrene is one of the most widely studied heterogeneous and polymeric supports due to its low cost, ready availability, environmental stability and hydrophobic nature which protects water‐sensitive Lewis acids from hydrolysis by atmospheric moisture until suspended in an appropriate solvent where they can be used in a chemical reaction .…”

Section: Introductionmentioning

confidence: 99%

Use of an efficient polystyrene‐supported cerium catalyst for one‐pot multicomponent synthesis of spiro‐piperidine derivatives and click reactions in green solvent

Mondal

Ghosh

Das

et al. 2018

Applied Organom Chemis

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One-pot multicomponent reactions are very demanding in synthetic organic chemistry. Here we report a new polystyrene-supported cerium catalyst (PS-Ce-amtp) obtained via an easy two-step procedure, which was thoroughly characterized using various techniques. PS-Ce-amtp catalyses the environmentally benign one-pot multicomponent synthesis of spiro-piperidine derivatives through the reaction of substituted aniline, cyclic active methylene compound and formaldehyde at room temperature. The catalyst also exhibits excellent catalytic activity in one-pot synthesis of 1,4-disubstituted 1,2,3-triazoles via click reaction between in situ generated azides (derived from anilines and amines) and terminal alkynes. The catalyst can be recovered easily after reaction and reused five times without significant loss in its catalytic activity. The advantageous features of this catalyst are atom economy, operational simplicity, short reaction times, easy handling and high recycling efficiency.

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Polystyrene‐supported AICI₃: A highly active and reusable heterogeneous catalyst for the one‐pot synthesis of dihydropyrimidinones

Cited by 33 publications

References 36 publications

Biginelli Reaction: Polymer Supported Catalytic Approaches

Biginelli Reaction: Polymer Supported Catalytic Approaches

Poly(N‐vinyl‐2‐pyrrolidone)‐supported ferric chloride: An effective reusable heterogeneous catalyst for one‐pot synthesis of 3,4‐dihydropyrimidin‐2(1H)‐ones/thiones via three‐component Biginelli reaction

Use of an efficient polystyrene‐supported cerium catalyst for one‐pot multicomponent synthesis of spiro‐piperidine derivatives and click reactions in green solvent

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Polystyrene‐supported AICI3: A highly active and reusable heterogeneous catalyst for the one‐pot synthesis of dihydropyrimidinones

Cited by 33 publications

References 36 publications

Biginelli Reaction: Polymer Supported Catalytic Approaches

Biginelli Reaction: Polymer Supported Catalytic Approaches

Poly(N‐vinyl‐2‐pyrrolidone)‐supported ferric chloride: An effective reusable heterogeneous catalyst for one‐pot synthesis of 3,4‐dihydropyrimidin‐2(1H)‐ones/thiones via three‐component Biginelli reaction

Use of an efficient polystyrene‐supported cerium catalyst for one‐pot multicomponent synthesis of spiro‐piperidine derivatives and click reactions in green solvent

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Polystyrene‐supported AICI₃: A highly active and reusable heterogeneous catalyst for the one‐pot synthesis of dihydropyrimidinones