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

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

Organic & biomolecular chemistry (2011-09-08)
Zhiyun Du, Huifen Ng, Kun Zhang, Huaqiang Zeng, Jian Wang
ABSTRACT

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%).

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Copper(I) iodide, 99.999% trace metals basis
Sigma-Aldrich
Copper(I) iodide, purum, ≥99.5%
Sigma-Aldrich
Copper(I) iodide, 98%