Isoxazoles from 1,1-disubstituted bromoalkenes

被引:58
|
作者
Dadiboyena, Sureshbabu [1 ]
Xu, Jianping [1 ]
Hamme, Ashton T., II [1 ]
机构
[1] Jackson State Univ, Dept Chem, Jackson, MS 39217 USA
关键词
cycloaddition; regioselectivity; heterocycles; alkyne surrogate; dehydrohalogenation;
D O I
10.1016/j.tetlet.2006.12.005
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The regioselective synthesis of 3,5-disubstituted isoxazoles was achieved through the 1,3-dipolar cycloaddition of nitrile oxides with 1,1-disubstituted bromoalkenes. The substituted bromoalkenes function as alkyne synthons which were used to construct 5,5-disubstituted bromoisoxazoline intermediates that aromatize to the analogous isoxazoles through the loss of HBr. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1295 / 1298
页数:4
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