Improved one-pot synthesis of styryl tetrahydrofurans and cyclohexanes by radical addition to β-nitrostyrenes in the presence of benzoyl peroxide

被引：61

作者：

Jang, YJ ^{[1
]}

Shih, YK ^{[1
]}

Liu, JY ^{[1
]}

Kuo, WY ^{[1
]}

Yao, CF ^{[1
]}

机构：

[1] Natl Taiwan Normal Univ, Dept Chem, Taipei 116, Taiwan

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2003年 / 9卷 / 09期

关键词：

alkenes; heterocycles; peroxides; radical reactions;

D O I：

10.1002/chem.200204571

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Stereoselective styryl derivatives have been prepared based on radical substitution (addition-elimination) of heterocycles or cyclohydrocarbons units to (E)-beta-nitrostyrenes 1 using a common radical initiator benzoyl peroxide. High reactivity and selectivity with wide substrate scope were attained by using this easy methodology. The reactions using easily obtained and one-pot potential starting materials gave excellent trans-selectivity with medium to high yields in all cases. Synthetic utility of this approach has been demonstrated by the preparation of various trans-styryl derivatives.

引用

页码：2123 / 2128

页数：6

共 8 条

[1]

BUSFIELD WK, 1994, J CHEM SOC PERK T 2, P1079, DOI 10.1039/p29940001079

[2] Synthesis of styryl tetrahydrofurans and tetrahydropyrans via addition of radicals to unsaturated sulfimides. [J].