Cellulose Sulfuric Acid: An Efficient Biodegradable and Recyclable Solid Acid Catalyst for the One-Pot Synthesis of 3,4-Dihydropyrimidine-2(1<i>H</i>)-ones

Reddy, P. Narsimha; Reddy, Y. Thirupathi; Reddy, M. Nikhil; Rajitha, B.; Crooks, Peter A.

doi:10.1080/00397910802517871

Cited by 28 publications

(8 citation statements)

References 32 publications

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“…Dihydropyrimidinones (DHPMs) were found to possess several 22 biological activities such as antimicrobial, antiviral, antimalarial, 23 anticancer, antihypertensive, anti-inflammatory, calcium chan-24 nel modulators, mitotic kinesin inhibitors, a 1A -antagonists and 25 neuropeptide Y(NPY) antagonists [3][4][5][6][7]. Several biologically 26 active marine alkaloids were also found to contain the dihy- 27 dropyrimidinone-5-carboxylate core.…”

Section: Q2mentioning

confidence: 99%

“…Some of the biologically 30 active dihydropyrimidine derivatives have shown in Fig. 1 [18], HCl/EtOH [19], chlor-41 oacetic acid [20], 1-carboxymethyl-3-methylimidazolium hydro-42 gen sulfate [21], silica sulfuric acid [22], cellulose sulfuric acid [23], 43 silica-bonded N-propyl sulfamic acid [24], potassium phthalimide 44 [25] and acidic ionic liquids [26]. Nevertheless, many of the 45 reported methods suffer from one or several drawbacks such as 46 longer reaction time, low yield of the products, complex isolation 47 procedure, harsh reaction conditions and use of large amount of 48 expensive reagents.…”

Section: Q2mentioning

confidence: 99%

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1-Sulfopyridinium chloride: Green and expeditious ionic liquid for the one-pot synthesis of fused 3,4-dihydropyrimidin-2(1H)-ones and thiones under solvent-free conditions

Velpula

Banothu

Gali

et al. 2015

Chinese Chemical Letters

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Section: Q2mentioning

confidence: 99%

Section: Q2mentioning

confidence: 99%

1-Sulfopyridinium chloride: Green and expeditious ionic liquid for the one-pot synthesis of fused 3,4-dihydropyrimidin-2(1H)-ones and thiones under solvent-free conditions

Velpula

Banothu

Gali

et al. 2015

Chinese Chemical Letters

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“…The model Biginelli reaction was performed using CSA as a catalyst in different Biginelli solvents; ethanol proved to be efficient with highest yield. The general procedure involved refluxing of the Biginelli mixture in the presence of the CSA catalyst; afforded excellent yields of DHPMs . The biogenic catalytic protocol seems advantageous over classical as it showed excellent yields in short reaction time.…”

Section: Biocatalystsmentioning

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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“…Reddy et al 49 have discovered one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones by utilizing various aldehydes, β-ketoesters and urea/thiourea in the presence of cellulose sulfuric acid (CSA) in ethanol under reflux conditions to afford excellent yield (Scheme 20).…”

Section: Scheme 19mentioning

confidence: 99%

Cellulose sulfuric acid (CSA) and starch sulfuric acid (SSA) as solid and heterogeneous catalysts in green organic synthesis: recent advances

Vekariya¹,

Patel²

2015

Arkivoc

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The use of heterogeneous solid acid catalysts is important to the development of sustainable chemical processes. To this end, cellulose sulfuric acid (CSA) and starch sulfuric acid (SSA) have been developed and used for a wide range of organic transformations, including the synthesis of pharmaceutically important heterocyclic compounds. These heterogeneous catalysts are easily recovered and reused several times without loss of their activity. In this review, we mainly summarize applications of these catalysts in synthetic organic chemistry.

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Cellulose Sulfuric Acid: An Efficient Biodegradable and Recyclable Solid Acid Catalyst for the One-Pot Synthesis of 3,4-Dihydropyrimidine-2(1H)-ones

Cited by 28 publications

References 32 publications

1-Sulfopyridinium chloride: Green and expeditious ionic liquid for the one-pot synthesis of fused 3,4-dihydropyrimidin-2(1H)-ones and thiones under solvent-free conditions

1-Sulfopyridinium chloride: Green and expeditious ionic liquid for the one-pot synthesis of fused 3,4-dihydropyrimidin-2(1H)-ones and thiones under solvent-free conditions

Biginelli Reaction: Polymer Supported Catalytic Approaches

Cellulose sulfuric acid (CSA) and starch sulfuric acid (SSA) as solid and heterogeneous catalysts in green organic synthesis: recent advances

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