A facile electrochemical method for the synthesis of new sulfonamide derivatives of potential biological significance

Nematollahi, Davood; Davarani, Saied Saeed Hosseiny; Mirahmadpour, Pari; Varmaghani, Fahimeh

doi:10.1016/j.cclet.2014.01.005

Cited by 11 publications

(6 citation statements)

References 12 publications

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“…Thus, there is a need to investigate and search for other cheaper but safer and efficient approaches for sulfonamide preparation. Lund et al (2001) and Nematollahi et al (2014) proposed approaches that involved electrochemical techniques for the preparation of sulfonamides [9,10], which again suffer from low reaction rates and a high-cost, making the method not commercially viable.…”

Section: Introductionmentioning

confidence: 99%

Laccase Immobilized Fe3O4-Graphene Oxide Nanobiocatalyst Improves Stability and Immobilization Efficiency in the Green Preparation of Sulfa Drugs

et al. 2020

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This paper, reports on the novel and green synthesis procedure for sulfonamides that involved the immobilization of Trametes Versicolor laccase onto the Fe3O4–graphene nanocomposite via glutaraldehyde (GA) crosslinking (Lac/Fe3O4/GO). Various parameters, mainly, activation time, GA, and laccase concentration were investigated and optimized. The results showed that the optimal contact time was 4 h, GA concentration was 5% while laccase concentration was 5 mg·mL−1, at which a high enzyme activity recovery was achieved (86%). In terms of the stability of immobilized laccase to temperature and storage conditions, the performance of the nanobiocatalyst was found to significantly exceed that of free laccase. The results have indicated that nearly 70% of relative activity for immobilized laccase remained after the incubation period of 2 h at 55 °C, but only 48% of free laccase remained within the same time period. Moreover, the immobilized laccase retained 88% of its initial activity after storage for 20 days. In case of the free laccase, the activity retained within the same time period was 32%. In addition, the nanobiocatalyst possessed better recycling performance as evidenced from the observation that after eight cycles of repeated use, it retained 85% of its original activity.

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Section: Introductionmentioning

confidence: 99%

Laccase Immobilized Fe3O4-Graphene Oxide Nanobiocatalyst Improves Stability and Immobilization Efficiency in the Green Preparation of Sulfa Drugs

et al. 2020

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“…This compound was converted to the corresponding sulfonamides by following the same route as described for 1,2-dihydropyridazine-3,6-dione. [52] One-pot process, clean synthesis under ambient conditions and the use of electricity instead of chemical reagents, are attractive features of this method.…”

Section: 2-dihydropyridazine-36-dione Based Sulfonamide Derivativesmentioning

confidence: 99%

Electrochemical Synthesis of Sulfonamide Derivatives: Electrosynthesis Conditions and Reaction Pathways

Talebi,

Nematollahi

2024

ChemElectroChem

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In 2014, the World Health Organization called drug resistance to antibiotics a “major global threat”. Therefore, the ever‐increasing human need for new antibiotics with greater effectiveness and fewer side effects is a necessity. Meanwhile, sulfonamides are among the most widely used antibiotics in the world. In this review, attention has been paid to the key points raised in various papers in the field of electrosynthesis of these compounds, considering their positive and negative aspects, including interaction as much as possible with the principles of green chemistry and the absence of environmental risks, low cost and the versatility and scalability of the method used along with acceptable efficiency. In the following, we will discuss research focused on the synthesis of sulfonamide derivatives based on the oxidation or reduction of various compounds which take place on the working electrode surface.

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Section: Intermolecular S–n Bond Formationmentioning

confidence: 99%

“…Furthermore, in 2014, the same group applied the same strategy of electro-oxidation of hydrazide in the synthesis of biological potential sulfonylhydrazide by using 2,3-dihydrophthalazine-1,4-dione 38 as substrate (Scheme 23b). 94 In 2017, Varmaghani and Nematollahi reported the electrosynthesis of two different series of sulfonamides through electrochemical oxidation and reduction of 4-(4-nitrophenyl) urazole in the presence of arylsulfinic acids in aqueous solution (Scheme 23c). 95 By employing the electrochemical oxidation strategy, the desired sulfonamides were obtained in a divided cell and left the nitro group untouched.…”

Section: Amination With Arylsulfinic Acid As Nucleophilementioning

confidence: 99%

Advances in S–N bond formation via electrochemistry: a green route utilizing diverse sulfur and nitrogen sources

Zhang

et al. 2023

Green Chem.

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A facile electrochemical method for the synthesis of new sulfonamide derivatives of potential biological significance

Cited by 11 publications

References 12 publications

Laccase Immobilized Fe3O4-Graphene Oxide Nanobiocatalyst Improves Stability and Immobilization Efficiency in the Green Preparation of Sulfa Drugs

Laccase Immobilized Fe3O4-Graphene Oxide Nanobiocatalyst Improves Stability and Immobilization Efficiency in the Green Preparation of Sulfa Drugs

Electrochemical Synthesis of Sulfonamide Derivatives: Electrosynthesis Conditions and Reaction Pathways

Advances in S–N bond formation via electrochemistry: a green route utilizing diverse sulfur and nitrogen sources

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