Palladium-catalyzed vinylation of indoles with vinyl ethers via deoxygenative coupling  

作　　者：Bowen Wang Jianxiao Li Wanqing Wu Liangbin Huang Huanfeng Jiang 

机构地区：[1]Key Laboratory of Functional Molecular Engineering of Guangdong Province,School of Chemistry and Chemical Engineering,South China University of Technology,Guangzhou 510641,China

出　　处：《Science China Chemistry》2024年第11期3785-3790,共6页中国科学（化学英文版）

基　　金：supported by the National Key Research and Development Program of China (2022YFB4101800);the National Natural Science Foundation of China (22231002);the Guangdong Basic and Applied Basic Research Foundation (2024B1515040027)。

摘　　要：Indole is a promising heteroarene in many natural products and pharmaceuticals;therefore, various synthetic methods for indole functionalizations have arisen in recent years. Herein, we report a Pd-catalyzed deoxygenative coupling for the N-vinylation of indoles by employing vinyl ethers. The vinylated indoles could be readily prepared in good to excellent yields with N1-regioselectivity regardless of the electronic characteristics and substitution patterns of indole substrates. Some indole-based pharmaceutical molecules, such as gramine, evodiamine, rutaecarpine, and melatonine, are also successfully vinylated. Moreover, carbazoles and indazoles are shown to participate. Additionally, vinylated indole can readily transform into structurally interesting indole derivatives.

关 键 词：INDOLE VINYLATION regioselectivity N-vinyl indole palladium catalyst 

分 类 号：O621.251[理学—有机化学]