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  

作　　者：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) 

出　　处：《Chemical Research in Chinese Universities》1992年第2期75-80,共6页高等学校化学研究（英文版）

基　　金：Supposed by the National Natural Science Foundation of China

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.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.

关 键 词：O- N-ACYLATION Hydroxyisoxazole Cyclopropanecarboxylic acid Acyl transfer Synthesis. 

分 类 号：O6[理学—化学]