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A concise synthesis of benzimidazoles via the microwave-assisted one-pot batch reaction of amino acids up to a 10-g scale

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Abstract

An efficient method for the synthesis of aminomethyl benzimidazoles is developed by using a one-pot batch reaction between amino acids and o-phenylenediamines. This reaction proceeds smoothly in an unmodified household microwave oven, even though scale-up is to 10 g. A desirable method for the quick synthesis of benzimidazoles, which are used as a kind of important intermediates in drug synthesis, is provided by the scale-up utilization of amino acid resource.

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Acknowledgments

We are grateful to the Third Talents Special Funds of Guangdong Higher Education (No. Guangdong-Finance-Education [2,011]431), the National Natural Science Foundation of China (No. 20772035) and the Natural Science Foundation of Guangdong Province (No. S2011010001556) for financial support.

Conflict of interest

The authors declare no completing financial interest.

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Authors and Affiliations

  1. Key Laboratory of Theoretical Chemistry of Environment, Ministry of Education, School of Chemistry and Environment, South China Normal University, Guangzhou, 510006, People’s Republic of China

    Pai Peng, Jin-Feng Xiong, Guang-Zhen Mo, Jia-Li Zheng & Zhao-Yang Wang

  2. Guangdong Food and Drug Vocational College, Guangzhou, 510520, People’s Republic of China

    Ren-Hong Chen

  3. Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074, Aachen, Germany

    Xiao-Yun Chen

Authors
  1. Pai Peng
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  2. Jin-Feng Xiong
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  4. Jia-Li Zheng
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  5. Ren-Hong Chen
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  6. Xiao-Yun Chen
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  7. Zhao-Yang Wang
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Corresponding authors

Correspondence to Xiao-Yun Chen or Zhao-Yang Wang.

Supporting information

Supporting information contains some spectral figures (including 1H and 13C NMR, and MS spectra) of the typical products and all new compounds. This material is available free of charge via the Internet at http://www.edmgr.com/amac.

Supplementary material 1 (PDF 435 kb)

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Peng, P., Xiong, JF., Mo, GZ. et al. A concise synthesis of benzimidazoles via the microwave-assisted one-pot batch reaction of amino acids up to a 10-g scale. Amino Acids 46, 2427–2433 (2014). https://doi.org/10.1007/s00726-014-1794-z

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  • DOI: https://doi.org/10.1007/s00726-014-1794-z

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