Chinese Journal of Organic Chemistry >
“One-Pot” Synthesis of 1-Phenyl-1H-benzimidazole Derivatives Facilitated by Fe
Received date: 2015-12-03
Revised date: 2016-03-10
Online 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.
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
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