Choline Hydroxide: An Efficient and Biocompatible Basic Catalyst for the Synthesis of Biscoumarins Under Mild Conditions

In this work, choline hydroxide is found to be an efficient and green catalyst for the synthesis of biscoumarins through the Domino Knoevenagel–Michael reaction of a series of aldehydes with 4-hydroxylcoumarin under mild conditions. A series of aldehydes with different substituted functional groups,...

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Bibliographic Details
Published in:Catalysis letters 2015-04, Vol.145 (4), p.1089-1093
Main Authors: Zhu, Anlian, Bai, Shukun, Li, Lingjun, Wang, Mingyue, Wang, Jianji
Format: Article
Language:English
Subjects:
Aldehydes
Aqueous solutions
Biocompatibility
Cascade chemical reactions
Catalysis
Catalysts
Chemical synthesis
Chemistry
Chemistry and Materials Science
Choline
Functional groups
Hydroxides
Industrial Chemistry/Chemical Engineering
Michael reaction
Organometallic Chemistry
Physical Chemistry
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Summary:In this work, choline hydroxide is found to be an efficient and green catalyst for the synthesis of biscoumarins through the Domino Knoevenagel–Michael reaction of a series of aldehydes with 4-hydroxylcoumarin under mild conditions. A series of aldehydes with different substituted functional groups, especially those which are sensitive to acid, have been converted to biscoumarins with good to excellent isolated yields, and the reactions can be easily scaled up to multigrams. The target products can be simply separated by filtration, and the aqueous solution of choline hydroxide (as filtrate) can then be reused for the next run reaction. Graphical Abstract Choline hydroxide was found to be a green and efficient catalyst for the synthesis of biscoumarins through the Domino Knoevenagel–Michael reactions under mild conditions.
ISSN:1011-372X
1572-879X
DOI:10.1007/s10562-015-1487-6