Synthesis of 1,2-Bisubstituted Benzimidazole: 1,3-Shift Mechanism Catalyzed by Acid or Base

被引：2
|
作者：
Xia, Ya-Mu [1 ]
You, Jia [1 ]
Yang, Feng-Ke [1 ]
机构：
[1] Qingdao Univ Sci & Technol, Coll Chem Engn, Qingdao 266042, Peoples R China
来源：
JOURNAL OF HETEROCYCLIC CHEMISTRY | 2011年 / 48卷 / 01期
基金：
高等学校博士学科点专项科研基金;
关键词：
LIGANDS;
D O I：
10.1002/jhet.531
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Benzimidazole ring system is a useful nucleus in medicinal chemistry and is found in many biologically active compounds. An efficient approach for the synthesis of 1,2-bisubstituted benzimidazoles is presented in this article, and the mechanism of the condensation from 2-[(2-aminophenylimino)phenylmethyl]-4-bromophenol, using piperdine or acetic acid as catalyst, is studied. 1,3-Shift of negative hydrogen ion is the key step for this rearrangement reaction, and the influences of catalyst, temperature, substrate, and solvent are also investigated.
引用
收藏
页码：230 / 236
页数：7
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