Novel Bifunctional Mesoporous Catalysts Based on Preyssler Heteropolyacids for Green Pyrrole Derivative Synthesis

Portilla-Zúñiga, Omar; Sathicq, Ángel Gabriel; Martínez, José Javier Pérez-Fadón; Rojas, Hugo; Gerónimo, Eduardo De; Luque, Rafael; Romanelli, Gustavo Pablo

doi:10.3390/catal8100419

Cited by 11 publications

(5 citation statements)

References 46 publications

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“…The loading of HPAs on suitable solid supports can overcome the issues of low specific surface and high solubility of HPAs; furthermore, supports can provide additional reaction sites. [87]. A series of polyfunctionalized 3-pyrrolin-2-ones can be obtained with yields of 81%-93% under mild conditions with a short reaction time.…”

Section: Hpas Supported On Suitable Solid Supportsmentioning

confidence: 99%

Polyoxometalate catalysts for the synthesis of N-heterocycles

Hu,

Li,

Chen

et al. 2024

Polyoxometalates

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N-Heterocycle compounds are crucial scaffolds in natural products, synthetic molecules, agricultural chemicals, and pharmaceuticals. Hence, green catalytic systems for the synthesis of N-heterocycles have been widely researched in organic synthesis and industrial catalysis. Polyoxometalates (POMs) are polynuclear metal-oxygen clusters with diverse structures and physicochemical properties. POMs exhibit multiple advantageous properties such as adjustable acidity, redox properties, high thermal stability, and nontoxic nature. Therefore, POMs have been widely investigated for their application in N-heterocycles synthesis and held great potential for industrial applications. In this review, we summarize recent advances (mainly from 2010 to 2023) in the synthesis of N-heterocycles, such as pyrroles, indoles, pyridines, and benzodiazepines, catalyzed by heteropolyacids (HPAs), modified HPA catalysts, and transition metal-modified POMs. The prospects of POM-based catalytic systems for the synthesis of N-heterocycles are also outlined.

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Section: Hpas Supported On Suitable Solid Supportsmentioning

confidence: 99%

Polyoxometalate catalysts for the synthesis of N-heterocycles

Hu,

Li,

Chen

et al. 2024

Polyoxometalates

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“…Our research group reported a suitable method for pyrrole synthesis using the Paal-Knorr methodology [67] ) with the aim of preparing materials with acid-base properties. The materials were synthesized by the water impregnation method, and the characterization determined that the intact structure was preserved.…”

Section: Pyrrolesmentioning

confidence: 99%

Recent Applications of Heteropolyacids and Related Compounds in Heterocycle Synthesis. Contributions between 2010 and 2020

et al. 2021

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Over the past two decades, polyoxometalates (POM) have received considerable attention as solid catalysts, due to their unique physicochemical characteristics, since, first, they have very strong Bronsted acidity, approaching the region of a superacid, and second, they are efficient oxidizers that exhibit rapid redox transformations under fairly mild conditions. Their structural mobility is also highlighted, since they are complex molecules that can be modified by changing their structure or the elements that compose them to model their size, charge density, redox potentials, acidity, and solubility. Finally, they can be used in substoichiometric amounts and reused without an appreciable loss of catalytic activity, all of which postulate them as versatile, economic and ecological catalysts. Therefore, in 2009, we wrote a review article highlighting the great variety of organic reactions, mainly in the area of the synthesis of bioactive heterocycles in which they can be used, and this new review completes that article with the contributions made in the same area for the period 2010 to 2020. The synthesized heterocycles to be covered include pyrimidines, pyridines, pyrroles, indoles, chromenes, xanthenes, pyrans, azlactones, azoles, diazines, azepines, flavones, and formylchromones, among others.

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“…Heterogeneous catalysts containing Bronsted acid sites or Lewis acids sites are good candidates, and typical examples included layered zirconium sulfophenyl phosphonate, sulfated zirconia, zeolites, montmorillonite clay, − graphene oxide, tungstate sulfuric acid (TSA), molybdate sulfuric acid (MSA), and so on. Another type of heterogeneous catalysts was Bronsted acid or Lewis acids immobilized on solid supports, such as supported sulfuric acid, − Preyssler heteropolyacids, diethylenetriaminepentaacetic acid, polyethylene glycol 400 coated with sulfonic acid groups, sulfamic acid, antimony(III) chloride (SbCl 3 ), and gallium trichloride supported (GaCl 3 ) . Compared to homogeneous acids, those solid/supported acids were easily reused, and in addition, their stability, hygroscopic properties, and ease of handling were significantly enhanced, which were important in industry usage …”

Section: Production Of Organonitrogen Chemicals From Oxygen-containin...mentioning

confidence: 99%

Organonitrogen Chemicals from Oxygen-Containing Feedstock over Heterogeneous Catalysts

et al. 2019

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Organonitrogen chemicals, such as amines, nitriles, amides, amino acids, and N-heterocycles, are ubiquitous building blocks in chemical industry. Conventional methodologies to prepare these chemicals, however, suffer from using toxic, corrosive starting materials and/or employing harsh reaction conditions. Recent advances suggest that heterogeneous catalysts are promising to promote the formation of organonitrogen chemicals from cheap and abundant materials. In this Review, we summarize the most recent developments using supported solid catalysts to make organonitrogen chemicals from oxygen-containing feedstock and NH3. We introduce four key transformations including carbonyls/alcohols to amines, alcohols/carbonyls to nitriles, alcohols/nitriles to amides, and alcohols/carbonyls to N-heterocycles. In each section, the function of the catalyst and the structure–activity correlations are discussed. Auxiliary factors affecting the performance of the catalysts, such as solvent effect, substituent group effect, and/or reactor design are also reviewed.

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Novel Bifunctional Mesoporous Catalysts Based on Preyssler Heteropolyacids for Green Pyrrole Derivative Synthesis

Cited by 11 publications

References 46 publications

Polyoxometalate catalysts for the synthesis of N-heterocycles

Polyoxometalate catalysts for the synthesis of N-heterocycles

Recent Applications of Heteropolyacids and Related Compounds in Heterocycle Synthesis. Contributions between 2010 and 2020

Organonitrogen Chemicals from Oxygen-Containing Feedstock over Heterogeneous Catalysts

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