Synthesis of allomaltol containing terarylenes with imidazole N-oxides bridge fragment

Method for the synthesis of previously unknown imidazole N-oxides bearing allomaltol unit has been elaborated. The presented approach is based on multicomponent condensation of corresponding oximes containing aroyl and 3-hydroxypyran-4-one fragments with various aldehydes and amines. The advantages...

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Bibliographic Details
Published inSynthetic communications Vol. 54; no. 6; pp. 460 - 470
Main Authors Milyutin, Constantine V., Komogortsev, Andrey N., Lichitsky, Boris V., Melekhina, Valeriya G.
Format Journal Article
LanguageEnglish
Published PHILADELPHIA Taylor & Francis 18.03.2024
Taylor & Francis Ltd
Subjects
1,3,5-trimethyl-1,3,5-triazinane
Aldehydes
Allomaltol
Amines
Chemistry
Chemistry, Organic
Column chromatography
Condensates
Imidazole
imidazole N-oxides
multicomponent reaction
Oxides
Oximes
Physical Sciences
Science & Technology
Synthesis
terarylenes
imidazole N-oxides
3-OXIDES
1,3,5-trimethyl-1,3,5-triazinane
terarylenes
Allomaltol
multicomponent reaction
TAUTOMERISM
DERIVATIVES
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Summary:Method for the synthesis of previously unknown imidazole N-oxides bearing allomaltol unit has been elaborated. The presented approach is based on multicomponent condensation of corresponding oximes containing aroyl and 3-hydroxypyran-4-one fragments with various aldehydes and amines. The advantages of considered method are easily available starting compounds, atom economy, simple experimental procedure including isolation of the final products without column chromatography. The synthetic utility of prepared N-oxides was demonstrated by its further conversion to corresponding 2-chloroimidazole and 2-phenylaminoimidazole derivatives.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397911.2024.2310522