Journal
MOLECULES
Volume 16, Issue 6, Pages 4379-4388Publisher
MDPI AG
DOI: 10.3390/molecules16064379
Keywords
ionic liquid; Knoevenagel reaction; synthesis; coumarins
Funding
- Ministry of Education and Science of Spain [CTQ2007-61788]
- Xunta de Galicia [PGIDIT04BTF301031PR]
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The ionic liquid 1,3-dimethylimidazolium methyl sulfate, [MMIm][MSO4], together with a small amount of water (the amount taken up by the ionic liquid upon exposure to air), acts efficiently as both solvent and catalyst of the Knoevenagel condensation reactions of malononitrile with 4-substituted benzaldehydes, without the need for any other solvent or promoter, affording yields of 92%-99% within 2-7 min at room temperature. When L-proline is used as an additional promoter to obtain coumarins from o-hydroxybenzaldehydes, the reaction also proceeds in high yields. Work-up is very simple and the ionic liquid can be reused several times. Some of the coumarins obtained are described for the first time.
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