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Chemoselective synthesis of 1,2-disubstituted benzimidazoles in lactic acid without additive

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Abstract

Lactic acid is recognised as a biocompatible medium for the chemoselective synthesis of the 1,2-disubstituted benzimidazole scaffold via a direct one-pot cyclocondensation of o-phenylenediamine with aldehydes. Various 1,2-disubstituted benzimidazole derivatives were successfully synthesised with high selectivity with good to excellent yields without any additional catalyst or additive. Most products could be isolated by a simple filtration after completion of the reactions. Satisfactory results were also obtained from multi-gram scale reactions.

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Authors and Affiliations

  1. State Key Laboratory of Functional Small Organic Molecules, Ministry of Education and College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, 330022, China

    Zhi-Yu Yu, Jia Zhou, Qiu-Sheng Fang, Ling Chen & Zhi-Bin Song

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  1. Zhi-Yu Yu
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  2. Jia Zhou
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  3. Qiu-Sheng Fang
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  4. Ling Chen
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  5. Zhi-Bin Song
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Correspondence to Zhi-Bin Song.

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Yu, ZY., Zhou, J., Fang, QS. et al. Chemoselective synthesis of 1,2-disubstituted benzimidazoles in lactic acid without additive. Chem. Pap. 70, 1293–1298 (2016). https://doi.org/10.1515/chempap-2016-0056

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