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