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通过发散偶联策略对卤代呫吨酮的模块化合成。

Modular Synthesis of Halogenated Xanthones by a Divergent Coupling Strategy.

机构信息

Kekulé Institute of Organic Chemistry and Biochemistry, University of Bonn, 53121 Bonn, Germany.

Institute for Pharmaceutical Microbiology, University Clinic Bonn, University of Bonn, 53115 Bonn, Germany.

出版信息

J Org Chem. 2022 Jul 15;87(14):9375-9383. doi: 10.1021/acs.joc.2c01157. Epub 2022 Jul 1.

Abstract

A versatile strategy to halogenated xanthones was developed that relies on a modular coupling of vanillin derivatives with a dibromoquinone. Depending on the reaction conditions, either the 6- or the 7-bromo heterocycles may be obtained in a divergent manner. These heterocycles may be readily further elaborated by sequential Sonogashira couplings, and the sequence may be successfully applied to substructures of the antibiotic lysolipin.

摘要

开发了一种多功能的卤代呫吨策略,该策略依赖于香草醛衍生物与二溴醌的模块化偶联。根据反应条件,6-或 7-溴杂环可以以发散的方式获得。这些杂环可以通过顺序 Sonogashira 偶联进一步轻易地进行修饰,并且该序列可以成功地应用于抗生素溶血磷脂的亚结构。

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