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

Autor: Jürgen Conrad, Heiko Leutbecher, Uwe Beifuss, Iris Klaiber
Rok vydání: 2004
Předmět:
Zdroj: QSAR & Combinatorial Science. 23:895-898
ISSN: 1611-0218
1611-020X
DOI: 10.1002/qsar.200420048
Popis: Both natural and unnatural compounds with a 2H,5H-pyrano[4,3-b]pyran-5-one skeleton are of interest to medicinal chemistry as they exhibit several different biological activities. This heterocyclic ring systems is accessible by a Domino Knoevenagel condensation/6π-electron electrocyclization. A simple and rapid microwave assisted protocol of this Domino process has been developed for the preparation 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 α,β-unsaturated aldehyde with a 6-substituted 4-hydroxy-2H-pyran-2-one.
Databáze: OpenAIRE