Immobilization of platinum nanoparticles on the functionalized chitosan particles: an efficient catalyst for reduction of nitro compounds and tandem reductive Ugi reactions

Hamzavi, Seyedeh Fazileh; Jamili, Shahla; Yousefzadi, Morteza; Moradi, Ali Mashinchian; Biuki, Narges Amrollahi

doi:10.1007/s11030-019-10007-y

Cited by 8 publications

(7 citation statements)

References 37 publications

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“…Further endeavors in this regard could open up an outstanding way for using new alternative compounds instead of amines. In 2020, on the basis of the Pt nanoparticles (NPs) on proline-functionalized cross-linked chitosan particles (Pt\PCS) that were precisely characterized, a novel heterogeneous Pt nanocatalyst was prepared [ 76 ]. Together with NaBH 4 , this catalyst developed a novel heterogenous catalyst for hydrogenation of nitrobenzene derivatives in water at ambient temperature.…”

Section: Alternative Components For Aminesmentioning

confidence: 99%

Ugi Four-Component Reactions Using Alternative Reactants

Hooshmand

Zhang

2023

Molecules

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The Ugi four-component reaction (Ugi-4CR) undoubtedly is the most prominent multicomponent reaction (MCRs) that has sparked organic chemists’ interest in the field. It has been widely used in the synthesis of diverse heterocycle molecules such as potential drugs, natural product analogs, pseudo peptides, macrocycles, and functional materials. The Ugi-4CRs involve the use of an amine, an aldehyde or ketone, an isocyanide, and a carboxylic acid to produce an α-acetamido carboxamide derivative, which has significantly advanced the field of isocyanide-based MCRs. The so-called intermediate nitrilium ion could be trapped by a nucleophile such as azide, N-hydroxyphthalimide, thiol, saccharin, phenol, water, and hydrogen sulfide instead of the original carboxylic acid to allow for a wide variety of Ugi-type reactions to occur.β In addition to isocyanide, there are alternative reagents for the other three components: amine, isocyanide, and aldehyde or ketone. All these alternative components render the Ugi reaction an aptly diversity-oriented synthesis of a myriad of biologically active molecules and complex scaffolds. Consequently, this review will delve deeper into alternative components used in the Ugi MCRs, particularly over the past ten years.

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Section: Alternative Components For Aminesmentioning

confidence: 99%

Ugi Four-Component Reactions Using Alternative Reactants

Hooshmand

Zhang

2023

Molecules

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“…The hemorrhage in the gills is a result of the effect of rupture of the gill epithelium and could be interpreted as a reflation of the direct action of toxic agents on the tissue [52]. Hyperplasia, edema, fusion of lamella, and lamella aneurysm were seen when Caspian kutum was exposed to Linear Alkylbenzene Sulfonate [53].…”

Section: Histopathology Of the Gillmentioning

confidence: 99%

Biochemical Response and Histopathologic Alterations in Papyrocranus afer from Banegbe River, Delta State, Nigeria

Ogana

Orji

Nworji

2023

AJEE

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Aim: This study investigated the effects of pollutants on the biochemical and histopathological components of Papyrocranus afer obtained from the Banegbe River at different locations (upstream, middle-stream, and downstream). The effect of the pollutant on the checked were, levels of alkaline phosphatase (ALP), alanine aminotransferase (ALT), and aspartate aminotransferase (AST) in blood samples of the fishes and the histopathologic alterations of the gills and liver of the fishes. Methodology: The gills and liver tissue of the fish were collected and processed using routine histologic techniques for fixing and embedding in paraffin and staining sections with hem eosin. All the indices of the enzyme tests were estimated with the aid of Randox Diagnostic Test Kits following the manufacturer’s methods. Results: Evaluation of the plasma enzymes showed significant increases (p<0.05) in plasma ALT, AST, and ALP activity in all the sampled points of Banegbe River when compared to the control 1 (Orogodo river) with middle-stream having significant (p<0.05) higher concentrations when compared to down-stream and up-stream. The main alterations observed in the liver of the fish at the Banegbe River were Kupffer cell hyperplasia and focal necrosis of the liver. While the gills showed alteration of the structure of the epithelium, hyperplasia of the epithelium of the primary lamella, epithelial lifting, vacuolization, alteration of the structure, and occurrence of aneurysms in the secondary lamella, all these alterations were as a result of pollutant in the river. Control 1 showed normal parenchymal cells of the liver and normal gill structure. Conclusion: The increase in enzyme activities suggests leakage of these enzymes from the liver cytosol into the bloodstream as a result of liver damage by contaminants. From our results, it can be concluded that the Banegbe River is polluted as a result of effluents channeled in the river by industries within the environs.

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“…Designing and developing ideal catalysts paves the route to green chemistry and sustainability . In another work in 2019, Hamzavi et al immobilized Pt nanoparticles on proline-functionalized cross-linked chitosan to catalyze the reduction of R-NO 2 39 to R-NH 2 40 in an aqueous solution with NaBH 4 . This sustainable catalyst also exhibited good activity and selectivity for the tandem Ugi-4CR with nitrobenzene 39 derivatives at room temperature in water (Scheme ).…”

Section: Ugi Reactionmentioning

confidence: 99%

“…55 In another work in 2019, Hamzavi et al immobilized Pt nanoparticles on proline-functionalized crosslinked chitosan to catalyze the reduction of R-NO 2 39 to R-NH 2 40 in an aqueous solution with NaBH 4 . 56 This sustainable catalyst also exhibited good activity and selectivity for the tandem Ugi-4CR with nitrobenzene 39 derivatives at room temperature in water (Scheme 10). The nitrobenzene 39 was in situ transformed to aniline 40 and contributed to the Ugi-MCR.…”

Section: ■ Ugi Reactionmentioning

confidence: 99%

Sustainable Synthesis of Pseudopeptides via Isocyanide-Based Multicomponent Reactions in Water

Nazeri

Nasiriani

Farhid

et al. 2022

ACS Sustainable Chem. Eng.

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The impressive success in the synthesis of novel products via sustainable and green methods is a crucial purpose in organic synthesis. Water as a “green solvent” plays a vital role in accelerating some organic reactions, displaying unique reactivity and selectivity from conventional organic solvents. The isocyanide-based multicomponent reactions (I-MCRs) as sustainable and versatile reactions have received significant consideration in the synthesis of pseudopeptidic frames, especially in drug discovery. This is because of the unique nature of isocyanides that play as a special active reactant. I-MCRs in water as a solvent and reagent for the synthesis of pseudopeptidic compounds have become an interesting research direction, enabling simultaneous growth of both I-MCRs and green solvents toward ideal organic synthesis. The reaction rate of I-MCRs was accelerated in water as a solvent due to the lower activation volumes and condensation of several reactants into a single reactive intermediate and product. Furthermore, I-MCRs executed possibly in water are mild, easily controlled, and environmentally friendly, which conform well to “Green Chemistry” principles. On the other hand, these powerful organic syntheses in water and aqueous media are perpetuated by acceleration and reduction in the number of workups, purification, and extraction steps. The main subject of this review is I-MCRs that are performed in the water toward the sustainable synthesis of pseudopeptide structures. It deserves to be pointed out that whereas significant progress has been recently made on the MCRs in water and aqueous media for organic transformations, there is no exclusive account to focus on and publish about the eco-friendly I-MCRs for pseudopeptides. Nevertheless, we hope this themed assemblage will be attractive and useful for organic and pharmaceutical chemists and encourage more reaction development in this fascinating engaging field.

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Immobilization of platinum nanoparticles on the functionalized chitosan particles: an efficient catalyst for reduction of nitro compounds and tandem reductive Ugi reactions

Cited by 8 publications

References 37 publications

Ugi Four-Component Reactions Using Alternative Reactants

Ugi Four-Component Reactions Using Alternative Reactants

Biochemical Response and Histopathologic Alterations in Papyrocranus afer from Banegbe River, Delta State, Nigeria

Sustainable Synthesis of Pseudopeptides via Isocyanide-Based Multicomponent Reactions in Water

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