Generation of electrophilic iodine from iodine monochloride in neutral media. Iodination and protodeiodination of carbazole

被引：18

作者：

Filimonov, VD ^{[1
]}

Krasnokutskaya, EA ^{[1
]}

Lesina, YA ^{[1
]}

机构：

[1] Tomsk Polytech Univ, Tomsk 634050, Russia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 39卷 / 06期

基金：

俄罗斯基础研究基金会;

关键词：

D O I：

10.1023/B:RUJO.0000003168.84924.b9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In reaction of iodine monochloricle with CF3COOAg, CH3COONa or (CH3COO)(2)Pb in acetonitrile and acetic acid the chloride is bonded by metal cations, and electrophilic iodine is generated able to easily iodinate anthracene and carbazole. However at the iodination of' anthracene in the presence of oxygen the prevailing process is anthracene oxidation to anthraquinone. In the presence ol'sulfuric acid protodeiodi nation of 3-iodocarbazole was found to occur resulting in rearranged products.

引用

页码：875 / 880

页数：6

共 23 条

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AROTSKY J, 1962, J CHEM SOC, P2852

[2] Synthesis and isolation of iodocarbazoles.: Direct iodination of carbazoles by N-iodosuccinimide and N-iodosuccinimide-silica gel system [J].