Regioselective synthesis and side-chain metallation and elaboration of 3-aryl-5-alkylisoxazoles

被引:24
作者
Di Nunno, L [1 ]
Scilimati, A [1 ]
Vitale, P [1 ]
机构
[1] Univ Bari, Dipartimento Farmaco Chim, I-70125 Bari, Italy
关键词
isoxazolines; isoxazoles; synthesis; metallation;
D O I
10.1016/S0040-4020(02)00125-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A number of 3-aryl-5-alkylisoxazoles have been synthesized in high yields by reacting arylnitrile oxides with free enolate ions regioselectively obtained by metallation of various alkyl methyl ketones with LDA in THF at -78degreesC followed by dehydration. Investigations concerning regioselective side-chain metallation and elaboration of one of them (3-phenyl-5-ethylisoxazole) have also been carried out. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2659 / 2665
页数:7
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