A reinvestigation of the reactions of 3-substituted chromones with hydroxylamine. Unexpected synthesis of 3-amino-4H-chromeno[3,4-d]-isoxazol-4-one and 3-(diaminomethylene)chroman-2,4-dione

被引：54
|
作者：
Sosnovskikh, Vyacheslav Ya. [1 ]
Moshkin, Vladimir S. [1 ]
Kodess, Mikhail I. [2 ]
机构：
[1] Ural State Univ, Dept Chem, Ekaterinburg 620083, Russia
[2] Russian Acad Sci, Ural Branch, Inst Organ Synth, Ekaterinburg 620041, Russia
来源：
TETRAHEDRON LETTERS | 2008年 / 49卷 / 48期
关键词：
3-Substituted chromones; Hydroxylamine; 2-Aminochromone-3-carboxamide; 3-Amino-4H-chromeno[3,4-d]isoxazol-4-one; 3-(Diaminomethylene)chroman-2,4-dione;
D O I：
10.1016/j.tetlet.2008.09.091
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Reactions of 3-substituted chromones (3-formylchromone, 3-formylchromone-3-oxime, and 3-cyanochromone) with hydroxylamine in alkaline medium were reinvestigated, and a proof of structures and a probable reaction pathway are presented. Syntheses of 2-aminochromone-3-carboxamide, 3-amino-4H-chromeno[3,4-d]isoxazol-4-one, and 3-(diaminomethylene)chroman-2,4-dione were developed. (c) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6856 / 6859
页数：4
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