Reactions of methyl 2-(1-oxo-2,3,4,9-tetrahydro-1H-carbazol-2-yl)oxoacetates.: Synthesis of methyl isoxazolo[5,4-a]carbazole-3-carboxylates

被引：0

作者：

Martin, Arputharaj Ebenezer ^{[1
]}

Prasad, Karnam Jayarampillai Rajendra ^{[1
]}

机构：

[1] Bharathiar Univ, Dept Chem, Coimbatore 641046, Tamil Nadu, India

来源：

JOURNAL OF CHEMICAL RESEARCH | 2007年 / 11期

关键词：

carbazoles; fused isoxazoles; alpha-ketoesters;

D O I：

10.3184/030823407X266324

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The reaction of methyl 2-(1-oxo-2,3,4,9-tetrahydro-1H-carbazol-2-yl)oxoacetates (1a-e) with hydroxylamine hydrochloride in alcoholic KOH afforded 1-hydroxyimino-2,3,4,9-tetrahydro-1H-carbazoles (2a-e), and in acetic acid methyl isoxazolo[5,4-a]carbazole-3-carboxylates (3a-e). Ketoesters 1a-e with urea and thiourea under acidic conditions yielded a mixture of the respective 1-hydroxycarbazoles (6a-e) and 2,3,4,9-tetrahydro-1H-carbazol-1-ones (7a-e), but under basic conditions the respective 1-carbimido- and 1-thiocarbimido-2,3,4,9-tetrahydro-1H-carbazoles (8a-e and 9a-e) were formed. Plausible mechanisms are proposed.

引用

页码：653 / 656

页数：4

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