NOVEL-APPROACH TO THE RING-OPENING OF 4-ISOXAZOLINES - ONE-POT SYNTHESIS OF ALPHA,BETA-ENONES

被引:12
作者
CHIACCHIO, U
LIGUORI, A
RESCIFINA, A
ROMEO, G
ROSSANO, F
SINDONA, G
UCCELLA, N
机构
[1] UNIV MESSINA,DIPARTIMENTO FARMACOCHIM,I-98168 MESSINA,ITALY
[2] UNIV ARCAVACATA RENDE,DIPARTIMENTO CHIM,I-87036 ARCAVACATA,ITALY
关键词
D O I
10.1016/S0040-4020(01)80585-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of 4-isoxazoline derivatives with methyl iodide affords alpha-beta-enones in excellent yields. The novel rearrangement pathway, proceeding through an intermediate isoxazolinium salt, is interpretable on the basis of the base removal of the hydrogen atom at N-CH3 group.
引用
收藏
页码:123 / 132
页数:10
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