Oxidative N-nitration of secondary amines

被引:0
|
作者
O. V. Anikin
G. V. Pokhvisneva
D. L. Lipilin
A. V. Mezhenin
V. A. Tartakovsky
机构
[1] Russian Academy of Sciences,N. D. Zelinsky Institute of Organic Chemistry
来源
Russian Chemical Bulletin | 2009年 / 58卷
关键词
secondary amines; nitrites; diacetoxyiodobenzene; oxidative nitration; -nitroamines; -nitrosoamines;
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学科分类号
摘要
Reaction of secondary amines with the nitrite anion assisted by diacetoxyiodobenzene results in respective N-nitroamines. It is the first example of oxidative nitration of the amino group. N-Nitrosoamines are by-products. The yields and the ratio of the nitration and nitrosation products depend on the nature of the starting amine, cation of the salt used, and the solvent.
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页码:2043 / 2046
页数:3
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