Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (7): 1672-1676.DOI: 10.6023/cjoc201512007 Previous Articles     Next Articles



余祖滔a, 王泽瑜a, 吴肖b, 胡高云a, 李乾斌a   

  1. a. 中南大学药学院药物化学系 长沙 410013;
    b. 湖南师范大学医学院药学 长沙 410013
  • 收稿日期:2015-12-03 修回日期:2016-03-10 发布日期:2016-03-25
  • 通讯作者: 李乾斌
  • 基金资助:


“One-Pot” Synthesis of 1-Phenyl-1H-benzimidazole Derivatives Facilitated by Fe

Yu Zutaoa, Wang Zeyua, Wu Xiaob, Hu Gaoyuna, Li Qianbina   

  1. a. Medicinal Chemistry of Pharmacy Department, Central South University, Changsha 410013;
    b. Medicine Department, Hunan Normal University, Changsha 410013
  • Received:2015-12-03 Revised:2016-03-10 Published:2016-03-25
  • Supported by:

    Project supported by the the National Natural Science Foundation of China (No. 21102184) and the Specialized Research Fund for the Doctoral Program of Higher Education of China (No. 20110162120033).

An easy and efficient “one-pot” synthetic method facilitated by Fe to synthesize substituted 1-phenyl-1H-benzimi- dazole has been developed successfully. By using liquid organic acid as solvent, 2-nitro-N-phenylaniline is converted to substituted 1-phenyl-1H-benzimidazole directly after reduction and cyclization catalyzed by Fe, with the yield of 80%~92%. Through the application of high performance liquid chromatography (HPLC) detection, the effects of the amount of solvent, the type of liquid organic acid, temperature and reaction time on the “one-pot” reaction have been fully investigated, as well as the reaction mechanism. The “one-pot” method proposed here has multiple advantages, such as mild condition, easy procedure, cheap ingredients and high yield, which provide a newly convenient synthetic route.

Key words: one-pot synthesis, 1-phenyl-1H-benzimidazole, Fe catalysis, reaction mechanism