Citation: Jing Wen, Yun-Lei Luo, Hui-Zhen Zhang, Huan-Huan Zhao, Cheng-He Zhou, Gui-Xin Cai. A green and convenient approach toward benzimidazole derivatives and their antimicrobial activity[J]. Chinese Chemical Letters, ;2016, 27(03): 391-394. doi: 10.1016/j.cclet.2015.12.014 shu

A green and convenient approach toward benzimidazole derivatives and their antimicrobial activity

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Key Laboratory of Applied Chemistry of Chongqing Municipality, Institute of Bioorganic & Medicinal Chemistry, School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China

Corresponding author: Cheng-He Zhou, Gui-Xin Cai,
Received Date: 13 May 2015
Available Online: 2 July 2015
Fund Project: This work was supported by the National Natural Science Foundation of China (Nos.21004075, 21372186) (Nos.21004075, 21372186) Beijing National Laboratory of Molecular Sciences (BNLMS) (No.20140130) (BNLMS) the Doctoral Fund of Southwest University (No.SWU111075) (No.SWU111075)the Research Funds for the Central Universities (No.XDJK2013C112). (No.XDJK2013C112)

N-Alkylated benzimidazole derivatives have been synthesized via the aza-Michael addition reactions of 1H-benzimidazoles to α,β-unsaturated compounds in water and palladium acetate obviously promoted these transformations. The reported method, overcoming the inactivation of palladium under the equivalent nitrogenous conditions, has the advantages of convenient manipulation, atom-economy, as well as environmental friendliness. The bioactive results showed that butyl 3-(5,6-dimethyl-1H-benzo[d]imidazol-1-yl)propanoate (3c) exhibited excellent inhibitory activity against Bacillus subtilis (MIC=16 μg/mL) and Bacillus proteus (MIC=8 μg/mL). Therefore, this process would facilitate the construction of various potential bioactive compounds based on the benzimidazole scaffold under mild conditions.
- Benzimidazoles,
- Aza-Michael addition,
- In water,
- Antimicrobial activity
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