Chinese Journal of Organic Chemistry >
N-Bromosuccinimide Mediated the Reaction of 2-Hydroxyaryl Aldehydes with Meldrum's Acid for Synthesis of Coumarin-3-carboxylic Acids
Received date: 2017-01-05
Revised date: 2017-03-21
Online published: 2017-04-18
Supported by
Project supported by the National Natural Science Foundation of China (No. 21403100) and the Doctoral Scientific Research Foundation of Liaoning Province (No. 20141100).
A N-bromosuccinimide (NBS) promoted procedure for the synthesis of coumarin-3-carboxylic acids via Knoevenagel-intramolecular cyclization cascade reaction of Meldrum's acid with various 2-hydroxyarylaldehydes has been developed. Using the mixture of water and ethanol as solvent, employing inexpensive NBS as the catalyst, and reacted at room temperature are found to highly applicable to get a satisfactory outcome. This approach expands the method for the preparation of coumarin-3-carboxylic acids and also provides other features such as mild reaction conditions, tolerant the substrates with diverse functional groups, simple workup procedure and easy isolation.
Ruan Hongli, Zhang Jingyuan, Sun Sai, Yang Ying, Zhu Xiaolei, Lü Chengwei . N-Bromosuccinimide Mediated the Reaction of 2-Hydroxyaryl Aldehydes with Meldrum's Acid for Synthesis of Coumarin-3-carboxylic Acids[J]. Chinese Journal of Organic Chemistry, 2017 , 37(8) : 2139 -2144 . DOI: 10.6023/cjoc201701003
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