通过钌催化的交叉脱氢偶联反应实现芳烃的烯丙基化。
-Allylation of Arenes via Ruthenium-Catalyzed Cross-Dehydrogenative Coupling.
机构信息
Engineering Research Center of Molecular Medicine of Ministry of Education, Key Laboratory of Fujian Molecular Medicine, Key Laboratory of Xiamen Marine and Gene Drugs, School of Biomedical Sciences, Huaqiao University, Xiamen 361021, P. R. China.
College of Chemistry and Chemical Engineering, Henan Provincial Engineering and Technology Research Center for Precise Synthesis of Fluorine-Containing Drugs, Anyang Normal University, Anyang 455002, P. R. China.
出版信息
J Org Chem. 2022 May 20;87(10):6934-6941. doi: 10.1021/acs.joc.2c00332. Epub 2022 Apr 29.
A successful example of oxidative -dehydrogenative allylation of arenes with alkenes has been developed using Ru(PPh)Cl as a catalyst and DTBP as an oxidant. In the allylation process, pyrimidines, pyrazoles, and purines, found widely in nucleosides, were effective auxiliary groups. Gram-scale experiments took place smoothly under optimized conditions. Mechanistic studies indicated that ruthenium-catalyzed -dehydrogenative allylation was a free-radical process. The allylation process developed herein provides an efficient and practical strategy to prepare versatile -allylated arenes.
使用 Ru(PPh)Cl 作为催化剂和 DTBP 作为氧化剂，成功地开发了芳基与烯烃的氧化-脱氢烯丙基化反应的成功实例。在烯丙基化过程中，嘧啶、吡唑和嘌呤，这些在核苷中广泛存在的物质，是有效的辅助基团。在优化条件下，克级实验顺利进行。机理研究表明，钌催化的脱氢烯丙基化是自由基过程。本文所发展的烯丙基化方法为制备多功能烯丙基芳基化合物提供了一种有效实用的策略。
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