4.6 Article

Ionic liquid mediated Cu-catalyzed cascade oxa-Michael-oxidation: efficient synthesis of flavones under mild reaction conditions

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 9, Issue 20, Pages 6930-6933

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c1ob06209c

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Funding

  1. National University of Singapore [R143000408133, R143000408733, R143000443112]

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Flavonoids are a class of natural products, found in a wide range of vascular plants and dietary components. Their low toxicity and extensive biological activities, including anti-cancer and anti-bacterial, have made them attractive candidates to serve as therapeutic agents for many diseases. Herein, we disclose a highly efficient synthetic method of CuI-catalyzed cascade oxa-Michael-oxidation, using chalcones as substrates, mediated by the ionic liquid [bmim][NTf2] at a low temperature. This efficient synthetic method has demonstrated high synthetic utility and can afford flavones in good to high yields (up to 98%).

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