Article detail · 2021
Copper\u2010Oxone Promoted Oxidative C−H Functionalization: Synthesis of 2\u2010Aminobenzothiazoles and Evaluation of Their Antimicrobial Activities
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- 2021
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- article
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Abstract
OpenAlex · English
Abstract Benzothiazole is one of the most important heterocyclic scaffolds existing in both natural and synthetic compounds. This prominent ring is of undoubted interest due to its broad range of therapeutic benefits as well as chemical reactivity in organic reactions. Therefore, we developed a convenient, rapid and efficient methodology for the ring closure reaction of thioureas to form 2‐aminobenzothiazole derivatives. We optimized the reaction conditions by trying various catalysts and oxidants. Copper iodide/oxone catalysis provided the best conditions for the preparation of benzothiazoles. The regioselectivity observed in the ring closure reaction of the naphthyl thiourea derivative was investigated and the obtained experimental results were supported by theoretical calculations. In vitro antimicrobial effects of the compounds were tested against various bacterial and fungal strains. Finally, molecular docking studies were carried out to rationalize the achieved biological results and suggest molecular modifications to design new benzothiazole derivatives.
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Citations
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13 citations
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23 publications in the local catalog that cite this work (OpenAlex reference match; not the full global list).
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- Novel Quinoline-Based Thiosemicarbazide Derivatives: Synthesis, DFT Calculations, and Investigation of Antitubercular, Antibacterial, and Antifungal Activities 2023
- Novel Quinoline-Based Thiosemicarbazide Derivatives: Synthesis, DFT Calculations, and Investigation of Antitubercular, Antibacterial, and Antifungal Activities 2023
- Linking quinoline ring to 5-nitrofuran moiety via sulfonyl hydrazone bridge: Synthesis, structural characterization, DFT studies, and evaluation of antibacterial and antifungal activity 2023
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- Linking quinoline ring to 5-nitrofuran moiety via sulfonyl hydrazone bridge: Synthesis, structural characterization, DFT studies, and evaluation of antibacterial and antifungal activity 2023
- Linking quinoline ring to 5-nitrofuran moiety via sulfonyl hydrazone bridge: Synthesis, structural characterization, DFT studies, and evaluation of antibacterial and antifungal activity 2023
- Linking quinoline ring to 5-nitrofuran moiety via sulfonyl hydrazone bridge: Synthesis, structural characterization, DFT studies, and evaluation of antibacterial and antifungal activity 2023
- AlCl3-Catalyzed Cascade Reactions of 1,2,3-Trimethoxybenzene and Adipoyl Chloride: Spectroscopic Investigations and Density Functional Theory Studies 2022