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可见光诱导的芳基丙烯酸无金属脱羧全氟烷基化反应

Visible-Light-Induced Metal-Free Decarboxylative Perfluoroalkylation of Aryl Acrylic Acids.

作者信息

Yu Mo, Niu Kaikai, Wang Ziwen, Liu Yuxiu, Wang Qingmin

机构信息

State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, College of Chemistry, Frontiers Science Center for New Organic Matter, Nankai University, Tianjin 300071, People's Republic of China.

Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, Tianjin 300071, People's Republic of China.

出版信息

Org Lett. 2022 Oct 21;24(41):7622-7626. doi: 10.1021/acs.orglett.2c03088. Epub 2022 Oct 11.

Abstract

Perfluoroalkylation is important for late-stage modification of biologically active molecules. Herein, we report a protocol for visible-light-induced perfluoroalkylation reactions of aryl acrylic acids. These reactions, which use perfluoroalkyl iodides as radical precursors and inexpensive eosin Y as a photocatalyst, proceed in a decarboxylative manner. The easy accessibility of perfluoroalkyl iodides and the broad substrate scope, mild conditions, and metal-free catalyst make this protocol applicable for the transformation of inexpensive raw materials to high-value chemicals.

摘要

全氟烷基化对于生物活性分子的后期修饰很重要。在此,我们报道了一种可见光诱导的芳基丙烯酸全氟烷基化反应的方法。这些反应以脱羧方式进行,使用全氟烷基碘作为自由基前体,廉价的曙红Y作为光催化剂。全氟烷基碘易于获取,底物范围广泛,条件温和且无金属催化剂,使得该方法适用于将廉价原料转化为高价值化学品。

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