Iron-catalyzed one-pot synthesis of benzimidazoles from 2-nitroanilines and benzylic alcohols

被引:46
|
作者
Li, Gang [1 ,2 ,3 ]
Wang, Jin [1 ,2 ,3 ]
Yuan, Baokun [1 ,2 ,3 ]
Zhang, Dongfeng [1 ,2 ,3 ]
Lin, Ziyun [1 ,2 ,3 ]
Li, Peng [1 ,2 ,3 ]
Huang, Haihong [1 ,2 ,3 ]
机构
[1] Peking Union Med Coll, Inst Mat Med, State Key Lab Bioact Subst & Funct Nat Med, Beijing 100050, Peoples R China
[2] Peking Union Med Coll, Inst Mat Med, Beijing Key Lab Act Subst Discovery & Druggabil E, Beijing 100050, Peoples R China
[3] Chinese Acad Med Sci, Beijing 100050, Peoples R China
关键词
Benzimidazole; Hydrogen transfer; Dppf; One-pot synthesis; ANTICANCER AGENTS; EFFICIENT; DERIVATIVES; BENZAZOLES; INHIBITORS;
D O I
10.1016/j.tetlet.2013.10.045
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The iron-catalyzed heterocyclizations from 2-nitroanilines and benzylic alcohols to form benzimidazoles using hydrogen transfer reaction were investigated in this study. In the presence of dppf in toluene at 150 degrees C, various benzimidazoles were obtained in moderate to good yields within 24 h. The reaction was proposed to proceed via a cascade of alcohol oxidation, nitro reduction, condensation, and dehydrogenation. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6934 / 6936
页数:3
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