Citation: Yu Zutao, Wang Zeyu, Wu Xiao, Hu Gaoyun, Li Qianbin. "One-Pot" Synthesis of 1-Phenyl-1H-benzimidazole Derivatives Facilitated by Fe[J]. Chinese Journal of Organic Chemistry, ;2016, 36(7): 1672-1676. doi: 10.6023/cjoc201512007 shu

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

Yu Zutao ^a ,
Wang Zeyu ^a ,
Wu Xiao ^b ,
Hu Gaoyun ^a ,
Li Qianbin ^a,*,,

a.
Medicinal Chemistry of Pharmacy Department, Central South University, Changsha 410013
b.
Medicine Department, Hunan Normal University, Changsha 410013

Corresponding author: Li Qianbin,
Received Date: 3 December 2015
Revised Date: 10 March 2016

Fund Project: the Specialized Research Fund for the Doctoral Program of Higher Education of China 20110162120033the National Natural Science Foundation of China 21102184

Figures(2)

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.
- one-pot synthesis,
- 1-phenyl-1H-benzimidazole,
- Fe catalysis,
- reaction mechanism
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