Studies on O-,N-Acylation of 3-Hydroxyisoxazole and Their Regioselective Synthesis(Ⅰ)——O-,N-acylation of 5-Methyl-3-hydroxyisoxazole with 2,2-Dimethyl 3-Substituted Cyclopropanecarboxylic Chlorides |
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作者单位: | SHAO Rui-lian and ZHU You-quan(National Laboratory of Elemento-Organic Chemistry,Institute of Elemento-Organic Chemistry,Nankai University,Tianjin,300071)XUE Jie-you (Department of Chemistry,Nankai University,Tianjin,300071) |
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摘 要: | The reactions of 5-methyl-3-hydroxyisoxazole with 2, 2-dimethyl, 3-substituted cyclopropanecarboxylic chlorides give O-acyl-5-methyl-3-hydroxyisoxazole and N-acyl-5-methylisoxazolin-3-one derivatives. The ratio of O-acyl to N-acyl product depends upon the acylation reagents. O-acyl derivatives can be converted to the N-acyl compounds by isomerization under acidic conditions or heating.
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