Aqueous DABCO, an efficient medium for rapid organocatalyzed Knoevenagel condensation and the Gewald reaction

Authors

MOHAMMAD SAEED ABAEE
SOMAYEH CHERAGHI

DOI

10.3906/kim-1309-38

Abstract

In the presence of water and 1,4-diazabicyclo[2.2.2]octane, several aldehydes and cyclic ketones underwent efficient Knoevenagel condensation with malononitrile and ethyl cyanoacetate to produce the respective \alpha.\beta-unsaturated systems within fairly short time periods. As a result, high yields of conjugated products were easily obtained. Products could be engaged in a Gewald reaction, either stepwise or in situ, to produce efficiently their respective 2-aminothiophenes within 4--7 h.

Keywords

Knoevenagel condensation, Gewald reaction, organocatalysis, aqueous conditions, amine

First Page

650

Last Page

660

Recommended Citation

ABAEE, MOHAMMAD SAEED and CHERAGHI, SOMAYEH (2014) "Aqueous DABCO, an efficient medium for rapid organocatalyzed Knoevenagel condensation and the Gewald reaction," Turkish Journal of Chemistry: Vol. 38: No. 4, Article 14. https://doi.org/10.3906/kim-1309-38
Available at: https://journals.tubitak.gov.tr/chem/vol38/iss4/14