Constantine V. Milyutin , Andrey N. Komogortsev , Boris V. Lichitsky , Valeriya G. Melekhina
{"title":"Synthesis of allomaltol containing terarylenes with imidazole N-oxides bridge fragment","authors":"Constantine V. Milyutin , Andrey N. Komogortsev , Boris V. Lichitsky , Valeriya G. Melekhina","doi":"10.1080/00397911.2024.2310522","DOIUrl":null,"url":null,"abstract":"<div><p>Method for the synthesis of previously unknown imidazole <em>N</em>-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 <em>N</em>-oxides was demonstrated by its further conversion to corresponding 2-chloroimidazole and 2-phenylaminoimidazole derivatives.</p></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":null,"pages":null},"PeriodicalIF":1.8000,"publicationDate":"2024-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthetic Communications","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S0039791124000055","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
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.
期刊介绍:
Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic chemistry.