Synthesis of 3,4,5-trisubstituted isoxazoles via sequential [3+2] cycloaddition/silicon-based cross-coupling reactions

被引：83

作者：

Denmark, SE ^{[1
]}

Kallemeyn, JM ^{[1
]}

机构：

[1] Univ Illinois, Roger Adams Lab, Dept Chem, Urbana, IL 61801 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 07期

关键词：

D O I：

10.1021/jo047755z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A [3 + 2] cycloaddition reaction between alkynyldimethylsilyl ethers and arlyl and alkyl nitrile oxides to produce isoxazolylsilanols has been developed. The cross-coupling reactions of these heterocyclic silanols with a variety of aryl iodides affords 3,4,5 -trisubstituted isoxazoles. This sequential process allows for rapid variation of substituents at the 3 4, and 5 positions of the isoxazole.

引用

页码：2839 / 2842

页数：4

共 27 条

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