Synthesis of the substituted 7H-pyrano[2,3-d]isoxazol-7-ones from allomaltol-containing oximes

被引:2
|
作者
Milyutin, Constantine V. [1 ]
Komogortsev, Andrey N. [1 ]
Melekhina, Valeriya G. [1 ]
Lichitsky, Boris V. [1 ]
机构
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Moscow, Russia
关键词
7H-pyrano[2,3-d]isoxazol-7-one; diketone monoxime; allomaltol; two-stage process; hydrazone; GENERATED NITRILE OXIDES; EFFICIENT SYNTHESIS; 3+2 CYCLOADDITION; FACILE SYNTHESIS; BENZISOXAZOLES; ACIDS; 1,2-BENZISOXAZOLES; DERIVATIVES; INHIBITORS;
D O I
10.1080/00397911.2023.2272208
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Convenient approach for the synthesis of previously unknown 7H-pyrano[2,3-d]isoxazol-7-one core was elaborated. The presented method is based on two stage process including preparation of diketone monoximes and their subsequent intramolecular dehydration. It was shown that among various dehydrating agents the best results were achieved using system TsCl/Et3N. The advantages of the considered procedure are easily available starting compounds, simple experimental procedure and isolation of the final products, avoiding column chromatography.
引用
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页码:2108 / 2116
页数:9
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