Efficient and economic halogenation of aryl amines via arenediazonium tosylate salts

被引：51

作者：

Lee, Young Min ^{[2
]}

Moon, Mi Eun ^{[2
]}

Vajpayee, Vaishali ^{[2
]}

Filimonov, Victor D. ^{[1
]}

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

来源：

TETRAHEDRON | 2010年 / 66卷 / 37期

关键词：

Arenediazonium tosylate salt; Aniline derivatives; Halogenation; Acetanilide; HALIDE DEAMINATION REACTIONS; HECK REACTION; SUBSTITUTIVE DEAMINATION; ORGANIC-SYNTHESIS; AROMATIC-AMINES; DIAZOTIZATION; IODINATION; NITRITE; ARYLAMINES; WATER;

D O I：

10.1016/j.tet.2010.07.005

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Arenediazonium tosylate salts have been successfully employed as a new and efficient reagent in halogenation reactions. A novel and economic protocol has been developed for the bromination and chlorination of various anilines using arenediazonium tosylate salts. A wide variety of reaction conditions were studied in acetonitrile at either room temperature or 60 degrees C in the presence or absence of catalyst with good to excellent yields. A surprising result showed the formation of acetanilides as a major product of aniline and methyl-substituted aniline halogenations in high yields. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：7418 / 7422

页数：5

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