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

Authors : Mohammad Saeed ABAEE, Somayeh CHERAGHI

Pages : 650-660

Doi:10.3906/kim-1309-38

View : 8 | Download : 6

Publication Date : 0000-00-00

Article Type : Research Paper

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 a.b-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