A convenient method for the preparation of nitro olefins by nitration of olefins with nitrogen monoxide

被引：75

作者：

Hata, E ^{[1
]}

Yamada, T ^{[1
]}

Mukaiyama, T ^{[1
]}

机构：

[1] SCI UNIV TOKYO, FAC SCI, DEPT APPL CHEM, SHINJUKU KU, TOKYO 162, JAPAN

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1995年 / 68卷 / 12期

关键词：

D O I：

10.1246/bcsj.68.3629

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Olefins with a terminal double bond or conjugated with aromatic nucleus are successfully nitrated into nitro olefins in good-to-high yields on treatment with nitrogen monoxide (NO) in 1,2-dichloroethane. Nitro alcohols formed as by-products are dehydrated to yield nitro olefins by the subsequent treatment with acidic activated alumina. By GC analysis, it was confirmed that an equimolar amount of nitrogen gas was evolved during the present nitration. A possible reaction pathway including the formation of nitro nitroso compounds, key intermediates, is described. The key intermediates are transformed into nitro olefins by reaction with nitrogen monoxide.

引用

页码：3629 / 3636

页数：8

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