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离子液体介导的 Cu 催化级联氧化 Michael 反应:在温和反应条件下高效合成黄酮。

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

机构信息

Faculty of Engineering and Light Industry, Guang Dong University of Technology, Guang Dong, 510006, China.

出版信息

Org Biomol Chem. 2011 Oct 21;9(20):6930-3. doi: 10.1039/c1ob06209c. Epub 2011 Sep 6.

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%).

摘要

类黄酮是一类天然产物,广泛存在于维管植物和膳食成分中。它们的低毒性和广泛的生物活性,包括抗癌和抗菌作用,使它们成为许多疾病治疗药物的有吸引力的候选物。在此,我们公开了一种使用离子液体 [bmim][NTf2] 作为介质,以查尔酮为底物,在低温下通过 CuI 催化的级联氧杂-Michael-氧化反应高效合成黄酮的方法。这种高效的合成方法具有很高的合成实用性,能够以良好至高产率(高达 98%)得到黄酮类化合物。

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