Synthesis and structure of new trichloromethyl-β-diketones -: 5-Trichloromethylisoxazole and 5-isoxazolecarboxylic acid derivatives

被引：20

作者：

Martins, MAP ^{[1
]}

Brondani, S ^{[1
]}

Leidens, VL ^{[1
]}

Flores, DC ^{[1
]}

Moura, S ^{[1
]}

Zanatta, N ^{[1
]}

Hörner, M ^{[1
]}

Flores, AFC ^{[1
]}

机构：

[1] Univ Fed Santa Maria, Dept Quim, NUQUIMHE, BR-97105900 Santa Maria, RS, Brazil

来源：

CANADIAN JOURNAL OF CHEMISTRY | 2005年 / 83卷 / 08期

关键词：

acetals; acylation; trichloromethyl-1,3-diketones; 2-trichloroacetylcycloalkanones; isoxazoles; cyclocondensation;

D O I：

10.1139/V05-130

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An improved method for the synthesis of a new series of trichloromethyl-beta-diketones including 1,1,1-trichloropentan-2,4-dione (2a), 1,1,1-trichloro-3-methylhexan-2,4-dione (2b), 4,4,4-trichloro-1-phenylbutan-1,3-dione (2c), 4,4,4-trichloro-2-methyl-1-phenylbutan-1,3-dione (2d), 2-trichloroacetylcyclohexanone (2e), 4-tert-butylcyclohexanone (2f), 4-tert-butylcycloheptanone (2g), and 4-test-butylcyclooctanone (2h) is reported. A multinuclear NMR study showed that beta-dicarbonyl compounds 2b and 2d-2h are predominantly in the keto form and 2a and 2c are in the enol form. The trichloromethyl-beta-diketones react with hydroxylamine hydrochloride leading to three sets of isoxazole derivatives.

引用

页码：1171 / 1177

页数：7

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