Issue 3, 2023
From the journal:

Organic & Biomolecular Chemistry

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

Ekaterina S. Uvarova, ORCID logo a   Anton V. Kutasevich, ORCID logo a   Egor S. Lipatov ORCID logo bc  and  Vitaly S. Mityanov ORCID logo *a  

* Corresponding authors

a Department of Fine Organic Synthesis and Chemistry of Dyes, Mendeleev University of Chemical Technology, Miusskaya Sq., 9, Moscow 125047, Russian Federation
E-mail: mityanovvs@yandex.ru, mitianov.v.s@muctr.ru

b A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Vavilov Str. 28/1, 119334 Moscow, Russian Federation

c Higher Chemical College of Russian Academy of Sciences, D.I. Mendeleev University of Chemical Technology of Russia, Miusskaya pl. 9, Moscow, Russian Federation

Abstract

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 N-oxides as part of a tandem three-component process. This reaction proceeds smoothly in moderate-to-good yield under catalyst-free conditions.

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

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Article information

DOI
https://doi.org/10.1039/D2OB02157A
Article type
Paper
Submitted
27 Nov 2022
Accepted
19 Dec 2022
First published
19 Dec 2022

Org. Biomol. Chem., 2023,21, 651-659

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

E. S. Uvarova, A. V. Kutasevich, E. S. Lipatov and V. S. Mityanov, Org. Biomol. Chem., 2023, 21, 651 DOI: 10.1039/D2OB02157A

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