ZnO nanorods as efficient catalyst for the green synthesis of thiophene derivatives: Investigation of antioxidant and antimicrobial activity

In this work, thiophene derivatives were synthesized in good yields via multicomponent reaction of isoquinoline, alkyl bromides, activated acetylenic compounds, isothiocyanates, and catalytic amounts of ZnO nanorods (NRs) at room temperature under solvent‐free conditions. This procedure for the synt...

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Published inJournal of heterocyclic chemistry Vol. 57; no. 4; pp. 1588 - 1598
Main Authors Hamedani, Naghmeh Faal, Ghazvini, Maryam, Sheikholeslami‐Farahani, Fatemeh, Bagherian‐Jamnani, Mohammad Taghi
Format Journal Article
LanguageEnglish
Published Chichester, UK John Wiley & Sons, Inc 01.04.2020
Wiley
Wiley Subscription Services, Inc
Subjects
Antiinfectives and antibacterials
Antimicrobial agents
Antioxidants
Bromides
Chemical synthesis
Chemistry
Chemistry, Organic
Derivatives
Nanorods
Physical Sciences
Room temperature
Scavenging
Science & Technology
Thiophenes
Zinc oxide
NANOPARTICLES
O-ACYLATION
SOLVENT-FREE
ONE-POT SYNTHESIS
1,4-DIHYDROPYRIDINE
ZINC-OXIDE
CONDENSATION
SUBSTITUTED THIOPHENES
MICROWAVE-ASSISTED SYNTHESIS
NANOCATALYST
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Summary:In this work, thiophene derivatives were synthesized in good yields via multicomponent reaction of isoquinoline, alkyl bromides, activated acetylenic compounds, isothiocyanates, and catalytic amounts of ZnO nanorods (NRs) at room temperature under solvent‐free conditions. This procedure for the synthesis of thiophene derivatives is green, easy, and simple with excellent yield. In addition, DPPH radical scavenging and ferric reduction power experiment has been studied for the evaluation of the antioxidant activity of some prepared thiophenes, for example, 5b, 5d, 5e, and 5f. As outcome, the compound 5d exhibited a noteworthy radical trapping activity and excellent reducing ability than synthetic antioxidants such as butylated hydroxytoluene (BHT) and 2‐tertbutylhydroquinone (TBHQ). Moreover, the antimicrobial activity of some synthesized thiophenes was confirmed by employing the disk diffusion test on Gram‐positive and Gram‐negative bacteria. The obtained results of disk diffusion test showed that compounds 5b, 5d, 5e, and 5f prevented bacterial growth.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.3884