2016
DOI: 10.1002/jhet.2758
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One‐pot Synthesis of Novel Spirooxindoles as Antibacterial and Antioxidant Agents

Abstract: The regioselective spiroindoline derivatives were afforded via multi‐componant reaction. Its process was one of the green chemistry (simplicity, mild conditions, and atomic economy). The electron repelling and attracting groups affected on reactivity of the azomethine ylides (increase EHOMO value). All compound structures were confirmed by spectroscopic data and elemental analysis. The antibacterial and antioxidant activities for these synthesized compounds could be investigated; the highly antioxidant activit… Show more

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Cited by 39 publications
(20 citation statements)
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“…Approaching of the nucleophilic and electrophilic reagents could be controlled in ΔE values of the isomers of SBI and BBA. The benzoxazinone (BBA) was prepared based on the procedures previously reported through reaction of the 3-bromoanthranilic acid with phthalic anhydride [20]. In the present work, the controlled ultrasonic and microwave heating have been shown to contrast between the 2-benzoxazinonyl benzoic acid (BBA) and spiro derivative (SBI) with some electrophilic and nucleophilic reagents.…”
Section: Resultsmentioning
confidence: 98%
“…Approaching of the nucleophilic and electrophilic reagents could be controlled in ΔE values of the isomers of SBI and BBA. The benzoxazinone (BBA) was prepared based on the procedures previously reported through reaction of the 3-bromoanthranilic acid with phthalic anhydride [20]. In the present work, the controlled ultrasonic and microwave heating have been shown to contrast between the 2-benzoxazinonyl benzoic acid (BBA) and spiro derivative (SBI) with some electrophilic and nucleophilic reagents.…”
Section: Resultsmentioning
confidence: 98%
“…The higher reactivity of 4‐aryl‐4‐oxo‐2‐butenoic acids induces remarkable rate acceleration and decreases the reaction time to only 10–15 min in a boiling mixture of methanol and water. The moderate yield of spiro compound 2 can be explained by formation of byproducts and supported by proposal mechanism (Scheme ).…”
Section: Resultsmentioning
confidence: 99%
“…The homoannular diene tautomer can be equilibrated and shifted to more stable pyrazolo[3,4‐ b ]pyrazinone 7 , which can be evident by cyclization via the treatment of 7 with chloroacetic acid in the presence of phosphorous oxychloride that afforded fused tricyclic heterocycle 14 . New chalcone 16 could be synthesized via reaction of tricyclic derivative 15 with benzaldehyde (Scheme ), which garnered great attention because of its pharmaceutical and biocidal activities .…”
Section: Resultsmentioning
confidence: 99%