Green synthesis of benzamide-dioxoisoindoline derivatives and assessment of their radical scavenging activity – Experimental and theoretical approach
A series of benzamide-dioxoisoindoline derivatives 3 was obtained, starting from phthalic anhydride and different benzoyl hydrazides 2, by ultrasound irradiation in water as solvent and without any catalyst. Five obtained compounds have been reported in this study for the first time and crystal stru...
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Veröffentlicht in: | Tetrahedron 2020-09, Vol.76 (38), p.131456, Article 131456 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | A series of benzamide-dioxoisoindoline derivatives 3 was obtained, starting from phthalic anhydride and different benzoyl hydrazides 2, by ultrasound irradiation in water as solvent and without any catalyst. Five obtained compounds have been reported in this study for the first time and crystal structure of compound 3h was determined. All compounds were subjected to experimental determination of their antioxidative potential. DPPH test revealed that newly synthesized phenolic compounds 3d, 3e, and 3j are the best antioxidants. Additionally, probable radical scavenging pathway was analysed for reactions of the most active compounds and some radicals that can be found in living cells.
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•N-(1,3-dioxoisoindolin-2-yl)benzamide derivatives were obtained.•“On water” ultrasonic assisted methodology is presented.•Used method presents green approach according to green chemistry parameters.•Five compounds have been reported in this study for the first time.•All obtained compounds were tested for their in vitro antioxidative activity. |
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ISSN: | 0040-4020 1464-5416 |
DOI: | 10.1016/j.tet.2020.131456 |