Assembly of isoxazol-5-one with 2-unsubstituted imidazole N -oxides and aldehydes

A new synthetic protocol has been developed to construct polyfunctional isoxazol-5-one derivatives with imidazole moiety. It is based on the Knoevenagel condensation of isoxazol-5-one with aldehydes and subsequent Michael addition of imidazole -oxides as part of a tandem three-component process. Thi...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2023-01, Vol.21 (3), p.651-659
Main Authors: Uvarova, Ekaterina S, Kutasevich, Anton V, Lipatov, Egor S, Mityanov, Vitaly S
Format: Article
Language:English
Subjects:
Aldehydes
Androstenols
Catalysts
Imidazole
Imidazoles
N-Oxides
Oxides
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Summary:A new synthetic protocol has been developed to construct polyfunctional isoxazol-5-one derivatives with imidazole moiety. It is based on the Knoevenagel condensation of isoxazol-5-one with aldehydes and subsequent Michael addition of imidazole -oxides as part of a tandem three-component process. This reaction proceeds smoothly in moderate-to-good yield under catalyst-free conditions.
ISSN:1477-0520
1477-0539
DOI:10.1039/d2ob02157a