Synthesis of isomeric 2,3,5-trisubstituted perhydropyrrolo[3,4-d]-isoxazole-4,6-diones via 1,3-dipolar cycloaddition reactions
✍ Scribed by Hamdi Özkan; Yilmaz Yildirir
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2010
- Tongue
- English
- Weight
- 105 KB
- Volume
- 47
- Category
- Article
- ISSN
- 0022-152X
- DOI
- 10.1002/jhet.395
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✦ Synopsis
Abstract
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A series of isoxazolidine derivates (isomeric 2,3,5‐trisubstitutedperhydropyrrolo[3,4‐d]isoxazole‐4,6‐diones) used as anti‐inflammatory, immunosuppressive, antibacterial agent, and inhibitor for some enzymes were synthesized. These compounds were prepared by 1,3‐dipolar cycloaddition of N‐methyl maleimide and N‐phenyl maleimide with nitrones. Diastereomeric products obtained in this reaction were separated by column chromatography and recrystallized. All compounds synthesized were characterized by elemental analysis and spectroscopic methods (^1^H NMR, ^13^C NMR, and FTIR). J. Heterocyclic Chem., (2010).
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A series of new 3-(4-oxo-4H-chromen-3-yl)-3a,6a-dihydropyrrolo [3,4-d]isoxazole-4,6-dione have been synthesized by the reaction of N-arylmaleimides with nitrile oxide, prepared from α-chloro-4-oxo-4Hchromen-carbaldehyde oximes in situ through 1,3-dipolar cycloaddition reaction. The structures of all
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