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

IF 1.8 3区 化学 Q3 CHEMISTRY, ORGANIC Synthetic Communications Pub Date : 2024-02-01 DOI:10.1080/00397911.2024.2310522
Constantine V. Milyutin , Andrey N. Komogortsev , Boris V. Lichitsky , Valeriya G. Melekhina
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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.

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含咪唑 N-氧化桥片段的异麦芽酮醇萜烯的合成
本研究详细阐述了以前未知的含有异麦芽酮醇单元的咪唑 N-氧化物的合成方法。所提出的方法基于含有酰基和 3- 羟基吡喃-4-酮片段的相应肟与各种醛和胺的多组分缩合。这种方法的优点是起始化合物容易获得、原子经济、实验过程简单,包括无需柱层析即可分离最终产物。制备的 N-氧化物可进一步转化为相应的 2-氯咪唑和 2-苯基氨基咪唑衍生物,从而证明了其合成用途。
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来源期刊
Synthetic Communications
Synthetic Communications 化学-有机化学
CiteScore
4.40
自引率
4.80%
发文量
156
审稿时长
4.3 months
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.
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