Mg(HSO4)2/SiO2 as a Highly Efficient Catalyst for the Green Preparation of 2-Aryl-1,3-Dioxalanes/Dioxanes and Linear Acetals

Jafari, Fariba; Khodabakhshi, Saeed

doi:10.1155/2012/475301

Cited by 4 publications

(2 citation statements)

References 30 publications

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“…Two singlet signals (δ = 6.15 ppm) and (δ = 6.24 ppm) correspond to the aromatic protons of benzene ring. The proton-decoupled 13 C NMR spectrum of 3a showed 10 distinct resonances in agreement with the proposed structure. A reasonable mechanism for barium-catalyzed Pechmann reaction has been proposed in Scheme 3.…”

Section: Resultssupporting

confidence: 80%

“…Some of them suffer from disadvantages such as harsh conditions, long reaction times, low yield of products, and use of expensive and toxic reagents or organic solvents [8][9][10][11][12]. In continuation of our study on catalyzed reactions [13], in this paper, a new application of barium dichloride as a Lewis acid catalyst in the synthesis of some coumarins is reported.…”

Section: Introductionmentioning

confidence: 94%

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Barium Dichloride as a Powerful and Inexpensive Catalyst for the Pechmann Condensation without Using Solvent

Khodabakhshi

2012

Organic Chemistry International

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Section: Resultssupporting

confidence: 80%

Section: Introductionmentioning

confidence: 94%

Barium Dichloride as a Powerful and Inexpensive Catalyst for the Pechmann Condensation without Using Solvent

Khodabakhshi

2012

Organic Chemistry International

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Principles of Controlling the Correctness of Gas-Chromatographic Retention Indices of Previously Uncharacterized Analytes (Based on an Example of 2-Aryl-1,3-Dioxolanes and 2-Aryl-1,3-Dioxanes)

Зенкевич

Eliseenkov

2020

J Anal Chem

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Novel Carbon-based Solid Acid from Green Pistachio Peel as an Efficient Catalyst for the Chemoselective Acylation, Acetalization and Thioacetalization of Aldehydes, Synthesis of Biscoumarins and Antimicrobial Evaluation

Ghorbani

Pourmousavi

Kiyani

2019

COCAT

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Background: Much attention has been focused on heterogeneous catalysts. Reactions with these recoverable and reusable catalysts are clean, selective with high efficiency. Among the heterogeneous solid acid catalyst in organic synthesis, Carbon-Based Solid Acids (CBSAs), which are important solid acid with many practical and research applications have been extensively studied. In this work, green Pistachio peel, a biomass waste, was converted into a novel carbon-based solid acid catalyst (Pis-SO3H). Objective: The aim of this work is to synthesize highly sulfonated carbon as an efficient, recyclable, nontoxic solid acid catalyst by simultaneous sulfonation, dehydration and carbonization of green Pistachio peel as biomass and investigate the catalytic activity of Pis-SO3H in acetalization, thioacetalization, acylation of aldehydes and synthesis of 3,3'-Arylmethylene-bis(4-hydroxycoumarin) derivatives. Method: Pis-SO3H was synthesized by an integrated fast one-step hydrothermal carbonization and sulfonation process in the presence of sulfuric acid. The characterization of the physicochemical properties of Pis-SO3H was achieved by XRD, FT-IR, FE-SEM, and elemental analysis. Results: The result of acid-base titration showed that the total acidity of the catalyst was 7.75 mmol H+g−1. This new heterogeneous catalyst has been efficiently used for the chemoselective thioacetalization, acetalization and acylation of aldehyde and the synthesis of biscoumarins under solvent-free conditions. All the reactions work easily in high yields. The antimicrobial activity of some of the biscoumarins was evaluated in screening by disk diffusion assay for the zone of inhibition. Conclusion: The catalytic activity of the Pis-SO3H was investigated during acetalization, thioacetalization, acylation and synthesis of biscoumarins. The results of protection of carbonyl groups and synthesis of biscoumarins in the present work offer effective alternatives for environmentally friendly utilization of abundant biomass waste.

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Mg(HSO₄)₂/SiO₂ as a Highly Efficient Catalyst for the Green Preparation of 2-Aryl-1,3-Dioxalanes/Dioxanes and Linear Acetals

Cited by 4 publications

References 30 publications

Barium Dichloride as a Powerful and Inexpensive Catalyst for the Pechmann Condensation without Using Solvent

Barium Dichloride as a Powerful and Inexpensive Catalyst for the Pechmann Condensation without Using Solvent

Principles of Controlling the Correctness of Gas-Chromatographic Retention Indices of Previously Uncharacterized Analytes (Based on an Example of 2-Aryl-1,3-Dioxolanes and 2-Aryl-1,3-Dioxanes)

Novel Carbon-based Solid Acid from Green Pistachio Peel as an Efficient Catalyst for the Chemoselective Acylation, Acetalization and Thioacetalization of Aldehydes, Synthesis of Biscoumarins and Antimicrobial Evaluation

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