Propylsulfonic acid grafted on mesoporous siliceous FDU-5 material: A high TOF catalyst for the synthesis of coumarins via Pechmann condensation

Gonzalez-Carrillo, Gabino; González, Jorge; Emparan-Legaspi, Maria Jose; Lino-López, Gisela Jareth; Aguayo‐Villarreal, Ismael Alejandro; Ceballos‐Magaña, Silvia G.; Martínez‐Martínez, Francisco J.; Muñiz‐Valencia, Roberto

doi:10.1016/j.micromeso.2020.110458

Cited by 7 publications

(2 citation statements)

References 47 publications

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“…Gonzalez-Carrillo et al (2020) used FDU-5-Pr-SO 3 H material as the catalyst for the synthesis of coumarin derivatives via Pechmann condensation between β-keto-esters and substituted phenols ( Scheme 28 ) [ 80 ]. The results indicate that using the proposed material as a catalyst reaches a high turnover frequency in the synthesis of coumarin derivatives via condensation of phenols and β-keto-esters with good to excellent yields using a wide variety of phenolic substrates.…”

Section: Synthetic Methods For Highly Active Compounds Against Fox Speciesmentioning

confidence: 99%

A Compendium of the Most Promising Synthesized Organic Compounds against Several Fusarium oxysporum Species: Synthesis, Antifungal Activity, and Perspectives

2021

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Vascular wilt caused by F. oxysporum (FOX) is one of the main limitations of producing several agricultural products worldwide, causing economic losses between 40% and 100%. Various methods have been developed to control this phytopathogen, such as the cultural, biological, and chemical controls, the latter being the most widely used in the agricultural sector. The treatment of this fungus through systemic fungicides, although practical, brings problems because the agrochemical agents used have shown mutagenic effects on the fungus, increasing the pathogen’s resistance. The design and the synthesis of novel synthetic antifungal agents used against FOX have been broadly studied in recent years. This review article presents a compendium of the synthetic methodologies during the last ten years as promissory, which can be used to afford novel and potential agrochemical agents. The revision is addressed from the structural core of the most active synthetic compounds against FOX. The synthetic methodologies implemented strategies based on cyclo condensation reactions, radical cyclization, electrocyclic closures, and carbon–carbon couplings by metal–organic catalysis. This revision contributes significantly to the organic chemistry, supplying novel alternatives for the use of more effective agrochemical agents against F. oxysporum.

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Section: Synthetic Methods For Highly Active Compounds Against Fox Speciesmentioning

confidence: 99%

A Compendium of the Most Promising Synthesized Organic Compounds against Several Fusarium oxysporum Species: Synthesis, Antifungal Activity, and Perspectives

2021

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“…[22] The Pechmann method has been the most useful for preparing coumarins because using very simple starting materials. In recent years several acidic catalysts, such as C@TiO 2 -SO 3 -SbCl 2 , [23] AcOH, H 2 SO 4 , [24] FDU-5-Pr-SO 3 H, [25] and Fe 3 O 4 @C@PrS-SO 3 H [26] have been employed for this reaction. Basalt is produced by the rapid cooling of molten lava.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Coumarin Derivatives Through Pechmann Condensation Reaction of Phenols and β‐Ketoesters using Basalt Fiber Functionalized with 7‐aminonaphthalene‐1,3‐disulfonic acid as a New, Environment Friendly and Recyclable Catalyst

Bagheri‐Harsini,

Ghorbani‐Vaghei,

Kharazmi

2023

ChemistrySelect

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In this paper, a series of coumarin derivatives were synthesized, through the Pechmann condensation reaction using basalt fiber functionalized with 7‐aminonaphthalene‐1,3‐disulfonic acid (BF@(CH2)3‐Cl‐ANDSA) as environmentally friendly and heterogeneous catalyst. The structure of the catalyst was identified by FT‐IR, XRD, EDS‐Mapp, FE‐SEM, and TGA analysis. The catalyst was found to be efficient for the synthesis of coumarin derivatives through Pechmann condensation. phenols were treated with β‐ketoesters to give coumarin derivatives, under green conditions. The current method has several advantages, such as non‐toxic, short reaction time, high thermal stability, recyclability, and reusability of the catalyst.

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Nanostructured KIT-6 materials functionalized with sulfonic groups for catalytic purposes

2022

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Propylsulfonic acid grafted on mesoporous siliceous FDU-5 material: A high TOF catalyst for the synthesis of coumarins via Pechmann condensation

Cited by 7 publications

References 47 publications

A Compendium of the Most Promising Synthesized Organic Compounds against Several Fusarium oxysporum Species: Synthesis, Antifungal Activity, and Perspectives

A Compendium of the Most Promising Synthesized Organic Compounds against Several Fusarium oxysporum Species: Synthesis, Antifungal Activity, and Perspectives

Synthesis of Coumarin Derivatives Through Pechmann Condensation Reaction of Phenols and β‐Ketoesters using Basalt Fiber Functionalized with 7‐aminonaphthalene‐1,3‐disulfonic acid as a New, Environment Friendly and Recyclable Catalyst

Nanostructured KIT-6 materials functionalized with sulfonic groups for catalytic purposes

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