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

页码：6856 / 6859

页数：4

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