Microwave assisted domino knoevenagel condensation/6 -electron electrocyclization reactions for the rapid and efficient synthesis of substituted 2H,5H-pyrano[4,3-b]pyran-5-ones and related heterocycles

Publication Type

Journal contribution (peer reviewed)

Authors

Leutbecher, H.; Conrad, J.; Klaiber, I.; Beifuss, U.

Year of publication

2004

Published in

QSAR Comb. Sci.

Band/Volume

23/10

Page (from - to)

895-898

Both natural and unnatural compds. with a 2H,5H-pyrano[4,3-b]pyran-5-one skeleton are of interest to medicinal chem. as they exhibit several different biol. activities. This heterocyclic ring systems is accessible by a Domino Knoevenagel condensation/6 -electron electrocyclization. A simple and rapid microwave assisted protocol of this Domino process has been developed for the prepn. of libraries of substituted 2H,5H-pyrano[4,3-b]pyran-5-ones and related heterocyclic systems in a single preparative step by reaction of an , -unsatd. aldehyde with a 6-substituted 4-hydroxy-2H-pyran-2-one