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可见光促进黄烷酮作为光催化剂的肉桂酸衍生物的氧化环化。

Visible-light promoted oxidative cyclization of cinnamic acid derivatives using xanthone as the photocatalyst.

机构信息

Key Laboratory of Science and Technology of Eco-Textiles, Ministry of Education, College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620, China.

出版信息

Org Biomol Chem. 2021 Jan 28;19(3):568-573. doi: 10.1039/d0ob02417a.

Abstract

We have developed an efficient photocatalytic synthesis of coumarin derivatives via a tandem double bond isomerization/oxidative cyclization of cinnamic acids. Inexpensive and stable xanthone was used as the photocatalyst, and readily available Selectfluor was used as the oxidant. This method tolerates a wide range of functional groups and offers excellent chemical yields in general. Besides, the photocatalytic oxidative cyclization of cinnamic acid esters gives dimerized lignan-type products.

摘要

我们开发了一种通过肉桂酸的双键异构化/氧化环化串联反应高效合成香豆素衍生物的光催化方法。廉价且稳定的呫吨酮被用作光催化剂,而易得的 Selectfluor 则被用作氧化剂。该方法对各种官能团具有良好的耐受性,通常具有优异的化学收率。此外,肉桂酸酯的光催化氧化环化反应得到二聚型木脂素类产物。

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