Silica Sulfuric Acid as an Efficient Heterogeneous Catalyst for the Synthesis of 1,1-Diacetates under Solvent-Free Conditions

Hajipour, Abdol R.; Zarei, Amin; Khazdooz, Leila; Mirjalili, Bi Bi Fatemeh; Sheikhan, Nafisehsadat; Zahmatkesh, Saeed; Ruoho, Arnold E.

doi:10.1055/s-2005-918416

Cited by 44 publications

(12 citation statements)

References 14 publications

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“…For example, reaction temperatures above 10 C generally promote phenol formation in aqueous media, and subsequent coupling of the phenol with undecomposed diazonium salts produces azophenols. In a continuation of our studies on the application of silica sulfuric acid (SSA) [9][10][11][12][13][14], herein, we wish to report a convenient and rapid one-pot method for diazotization and diazo coupling reactions using silica sulfuric acid under solvent-free conditions at room temperature (Fig. 1).…”

Section: Introductionmentioning

confidence: 99%

Rapid and efficient diazotization and diazo coupling reactions on silica sulfuric acid under solvent-free conditions

et al. 2009

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Section: Introductionmentioning

confidence: 99%

Rapid and efficient diazotization and diazo coupling reactions on silica sulfuric acid under solvent-free conditions

et al. 2009

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“…In continuation of our efforts to develop new methods in organic synthesis [27][28][29], we found out that zirconium hydrogen sulfate has many advantages over sulfuric acid alone. This reagent is safe and environmentally benign and presents fewer disposal problems.…”

Section: Introductionmentioning

confidence: 99%

Zr(HSO4)4 catalyzed one-pot strecker synthesis of α-amino nitriles from aldehydes and ketones under solvent-free conditions

Hajipour

Ghayeb

Sheikhan

2010

JICS

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“…This reagent is safe, easy to handle, nontoxic, environmentally benign and presents fewer disposal problems. Recently, silica sulfuric acid has been used as a solid acid catalyst in many reactions such as nitration of aromatic compounds [32], oxidation of thiols to disulfides [33], three-component Biginelli reaction [34], preparation of 1,1-diacetates [35], and deprotection of tetrahydropyranyl ethers [36], acetals, and ketals [37].…”

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confidence: 99%

Silica sulfuric acid: A simple, efficient, and reusable heterogeneous catalyst for the one-pot synthesis of aryl-14H-dibenzo[a,j]xanthenes under conventional heating and solvent-free conditions

Hunnur¹,

Sunilkumar²,

Kumar³

et al. 2008

Chem Heterocycl Comp

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A novel approach towards the one-pot synthesis of aryl-14H-dibenzo [a,j]xanthenes is described from a known reaction between substituted aldehydes and β-naphthol in the presence of heterogeneous catalyst silica sulfuric acid under conventional heating as well as solvent-free conditions to afford good to excellent yields. The catalyst is reusable; it can be used several times without any decrease in the product yield.Considerable interest has been focused on the synthesis of xanthenes; in particular, benzoxanthenes have attracted much attention in recent years because of their wide range of biological and pharmacological applications, such as antiviral [1], attention [2], and anti-inflammatory [3] properties. They also exhibited efficacy in photodynamic therapy [4,5] and are antagonists against the paralyzing action of zoxazolamine [6,7]. In addition, these compounds have also been employed as dyes [8,9], in laser technologies [10,11], and in fluorescent materials for visualization of biomolecules [12].The most commonly employed methods are available for the synthesis of xanthenes, and the synthesis of benzoxanthenes involves cycloacylation of carbamates [13], cyclodehydration [14][15][16][17][18], cyclocondensation between 2-hydroxy aldehydes and 2-tetralone [19], trapping of benzynes by phenols [20,21], intramolecular coupling reaction of benzaldehyde and acetophenones [22], aldehydes and β-naphthols by dehydration [15,[23][24][25], and β-naphthol with: i) formamide [26], ii) carbon monoxide [27], aldehyde acetals, and 2-naphthol-1-methanol [28]. Although some of these methods are useful, the majority of the above methods suffer from at least one of the following disadvantages: low yield, prolonged reaction time, use of toxic organic solvents, excess of reagents and catalysts, high cost, and susceptibility to moisture. There is still a need for an efficient economical and excellent yielding catalyst that can work under mild conditions and shorter reaction time and avoid the use of toxic reagents and solvents. __________________________________________________________________________________________

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Silica Sulfuric Acid as an Efficient Heterogeneous Catalyst for the Synthesis of 1,1-Diacetates under Solvent-Free Conditions

Abstract: An efficient method for the preparation of acylals from different aldehydes in the presence of silica sulfuric acid and acetic anhydride under solvent-free conditions is reported.

Cited by 44 publications

References 14 publications

Rapid and efficient diazotization and diazo coupling reactions on silica sulfuric acid under solvent-free conditions

Rapid and efficient diazotization and diazo coupling reactions on silica sulfuric acid under solvent-free conditions

Zr(HSO4)4 catalyzed one-pot strecker synthesis of α-amino nitriles from aldehydes and ketones under solvent-free conditions

Silica sulfuric acid: A simple, efficient, and reusable heterogeneous catalyst for the one-pot synthesis of aryl-14H-dibenzo[a,j]xanthenes under conventional heating and solvent-free conditions

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