Unusually stable, versatile, and pure arenediazonium tosylates: Their preparation, structures, and synthetic applicability

被引：200

作者：

Filimonov, Victor D. ^{[1
]}

Trusova, Marina ^{[1
]}

Postnikov, Pavel ^{[1
]}

Krasnokutskaya, Elena A. ^{[1
]}

Lee, Youn Min ^{[2
]}

Hwang, Ho Yun ^{[2
]}

Kim, Hyunuk ^{[3
]}

Chi, Ki-Whan ^{[2
]}

机构：

[1] Tomsk Polytech Univ, Dept Organ Chem, Tomsk 634050, Russia

[2] Univ Ulsan, Dept Chem, Ulsan 680749, South Korea

[3] POSTECH, Dept Chem, Pohang 690784, South Korea

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 18期

关键词：

D O I：

10.1021/ol8013528

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new, simple, and effective method for the diazotization of a wide range of arylamines has been developed by using a polymer-supported diazotization agent in the presence of p-toluenesulfonic acid. Various pure arenediazonium tosylates with unusual stabilities can be easily prepared by this method. As a result, these salts are useful and versatile substrates for subsequent transformations, such as halogenation and Heck-type reactions. The unusual stabilities of arenediazonium tosylates are also preliminarily discussed with their X-ray structures.

引用

页码：3961 / 3964

页数：4

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