Molecules 2011, 16(6), 4379-4388; doi:10.3390/molecules16064379

Knoevenagel Reaction in [MMIm][MSO4]: Synthesis of Coumarins

Department of Organic Chemistry, Faculty of Chemistry, University of Vigo, 36310 Vigo, Spain
* Author to whom correspondence should be addressed.
Received: 26 April 2011; in revised form: 18 May 2011 / Accepted: 19 May 2011 / Published: 27 May 2011
PDF Full-text Download PDF Full-Text [174 KB, Updated Version, uploaded 30 May 2011 08:56 CEST]
The original version is still available [167 KB, uploaded 27 May 2011 10:02 CEST]
Abstract: 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.
Keywords: ionic liquid; Knoevenagel reaction; synthesis; coumarins

Article Statistics

Load and display the download statistics.

Citations to this Article

Cite This Article

MDPI and ACS Style

Verdía, P.; Santamarta, F.; Tojo, E. Knoevenagel Reaction in [MMIm][MSO4]: Synthesis of Coumarins. Molecules 2011, 16, 4379-4388.

AMA Style

Verdía P, Santamarta F, Tojo E. Knoevenagel Reaction in [MMIm][MSO4]: Synthesis of Coumarins. Molecules. 2011; 16(6):4379-4388.

Chicago/Turabian Style

Verdía, Pedro; Santamarta, Francisco; Tojo, Emilia. 2011. "Knoevenagel Reaction in [MMIm][MSO4]: Synthesis of Coumarins." Molecules 16, no. 6: 4379-4388.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert