Chinese Journal of Applied Chemistry ›› 2017, Vol. 34 ›› Issue (11): 1295-1300.DOI: 10.11944/j.issn.1000-0518.2017.11.170005

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Choline Chloride Promoted Synthesis of Coumarin-3-carboxylic Acids

XIAO Di,ZHENG Wang,WEI Xiaoyu,LANG Jian,GAO Shuangqiu,LYU Chengwei()   

  1. School of Chemistry and Chemical Engineering,Liaoning Normal University,Dalian,Liaoning 116029,China
  • Received:2017-01-03 Accepted:2017-03-09 Published:2017-11-08 Online:2017-11-08
  • Contact: LYU Chengwei
  • Supported by:
    Supported by the National Natural Science Foundation of China(No.21403100), the Doctoral Scientific Research Foundation of Liaoning Province(No.20141100)

Abstract:

The synthesis of coumarin-3-carboxylic acids in a more convenient way has attracted considerable attention from organic and medicinal chemists. In this paper, a simple and effective method was described through a Knoevenagel-intramolecular cyclization tandem reaction of 2-hydroxyarylaldehydes with Meldrum's acid at room temperature. Employing commercially available, mild, and nontoxic choline chloride as the accelerant and using the mixture of water and ethanol as solvent is highly applicable to get a satisfactory outcome from 88% to 96%. This approach expands the method for the preparation of coumarin-3-carboxylic acids and also provides other advantages such as mild reaction conditions, tolerant the substrates with diverse functional groups, and simple post-treatment process.

Key words: coumarin-carboxylic acids, choline chloride, water, room temperature, green synthesis