Change of mechanism with a change of substituents for a Zincke reaction

被引：5

作者：

Caroli Rezende, Marcos ^{[1
]}

Ponce, Ingrid ^{[1
]}

Onate, Ruben ^{[1
]}

Almodovar, Iriux ^{[1
]}

Aliaga, Carolina ^{[1
]}

机构：

[1] Univ Santiago, Fac Quim & Biol, Santiago, Chile

来源：

TETRAHEDRON LETTERS | 2014年 / 55卷 / 19期

关键词：

Zincke reaction; 4-Substituted anilines; Unexpected displacement product; SET process; PYRIDINIUM SALTS; ELECTRON-TRANSFER; RING; CONVERSION; CHLORIDE;

D O I：

10.1016/j.tetlet.2014.03.136

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction between N-(2,4-dinitrophenyl)-4-(4-pyridyl)pyridinium chloride and 4-aminothiophenol led to an unexpected displacement of the 2,4-dinitrophenyl group, in contrast with the normal Zincke product formed with other nucleophilic 4-substituted anilines. Evidence for a SET process was obtained from EPR spectra of the reaction mixture. (C) 2014 Elsevier Ltd. All rights reserved.

引用

收藏

页码：3097 / 3099

页数：3

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