Diastereoselective cycloaddition of isatin derived azomethine ylides to 3-nitro-2(1H)-quinolones

The 1,3-dipolar cycloaddition of 3-nitro-2(1H)-quinolones with azomethine ylides derived from sarcosine or thiazolidine-4-carboxylic acid and various 1H-indole-2,3-diones (isatins) have been investigated. The structure and stereochemistry of the formed cycloadducts were studied in detail by X-ray di...

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Bibliographic Details
Published in:Tetrahedron 2024-03, Vol.153, p.133848, Article 133848
Main Authors: Molnár, Márk, Balázs, Barbara, Bényei, Attila, Nyerges, Miklós
Format: Article
Language:English
Subjects:
1,3-Dipolar cycloaddition
Azomethine ylide
Quinoline
Stereoselectivity
X-ray diffraction
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Summary:The 1,3-dipolar cycloaddition of 3-nitro-2(1H)-quinolones with azomethine ylides derived from sarcosine or thiazolidine-4-carboxylic acid and various 1H-indole-2,3-diones (isatins) have been investigated. The structure and stereochemistry of the formed cycloadducts were studied in detail by X-ray diffraction and NMR spectroscopy methods. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2024.133848