Expeditious preparation of isoxazoles from Δ2-isoxazolines as advanced intermediates for functional materials

A collection of isoxazoles derivatives has been efficiently synthesized in three steps. The oximation reaction of aldehydes followed by nitrile oxide [3+2] 1,3-dipolar cycloaddition and MnO2-oxidation reaction furnished the title compounds which were purified by simple filtration on celite®.

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Bibliographic Details
Published inTetrahedron letters Vol. 52; no. 49; pp. 6569 - 6572
Main Authors Vilela, Guilherme D., da Rosa, Rafaela R., Schneider, Paulo H., Bechtold, Ivan H., Eccher, Juliana, Merlo, Aloir A.
Format Journal Article
LanguageEnglish
Published Kidlington Elsevier Ltd 07.12.2011
Elsevier
Subjects
Chemistry
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms
Isoxazolines–isoxazoles
Liquid crystals
MnO2 oxidation
Nitrile oxide [3+2] cycloaddition
Organic chemistry
Preparations and properties
Isoxazolines–isoxazoles
MnO2 oxidation
Nitrile oxide [3+2] cycloaddition
Liquid crystals
1,3-Dipolar cycloaddition
Filtration
Isoxazole derivatives
Aldehyde
Isoxazolines-isoxazoles
Oximation
MnO
cycloaddition
Manganese IV Oxides
Manganese Oxides
Nitrile oxide
Oxidation
Chemical synthesis
Nitrile oxide [3
Oxygen nitrogen heterocycle
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Summary:A collection of isoxazoles derivatives has been efficiently synthesized in three steps. The oximation reaction of aldehydes followed by nitrile oxide [3+2] 1,3-dipolar cycloaddition and MnO2-oxidation reaction furnished the title compounds which were purified by simple filtration on celite®.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2011.09.122