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Practical and efficient synthesis of pyrano[3,2-c]pyridone,pyrano[4,3-b]pyran and their hybrids with nucleoside as potential antiviral and antileishmanial agents
Authors:Xuesen Fan  Dong Feng  Yingying Qu  Xinying Zhang  Jianji Wang  Philippe M Loiseau  Graciela Andrei  Robert Snoeck  Erik De Clercq
Institution:1. School of Chemistry and Environmental Sciences, Henan Key Laboratory for Environmental Pollution Control, Henan Normal University, Xinxiang, Henan 453007, PR China;2. Chimiothérapie Antiparasitaire, UMR-CNRS 8076, Université Paris-Sud, 92290 Chatenay, Malabry F-92290, France;3. Rega Institute for Medical Research, Katholieke Universiteit Leuven 3000, Leuven, Belgium
Abstract:A highly practical and efficient preparation of pyrano3,2-c]pyridone and pyrano4,3-b]pyran derivatives was developed via an ionic liquid mediated and promoted multi-component reaction of aldehyde (1), 4-hydroxy-pyridin-2(1H)-one or 4-hydroxy-2-pyranone (2), and malononitrile (3). As an application, a series of pyrimidine nucleoside-pyrano3,2-c]pyridone or pyrano4,3-b]pyran hybrids were efficiently obtained. These hybrid compounds were evaluated as potential antiviral and antileishmanial agents and showed encouraging biological activities.
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