Nickel-Catalyzed Three-Component Carboamination/Cyclization of Alkynes To Access 2,3-Disubstituted Quinolines
作者:Yang Gao, Jiale Xing, Yanping Huo, Qian Chen, Xianwei Li, A. Stephen K. Hashmi, Zhongyi Zeng · 发表于:Organic Letters · 年份:2025 · DOI:10.1021/acs.orglett.4c04753 · 被引用次数:8 · 研究领域:Catalytic C–H Functionalization Methods、Catalytic Alkyne Reactions、Catalytic Cross-Coupling Reactions
Presented herein is a nickel-catalyzed chemo- and regioselective three-component tandem carboamination and cyclization of terminal alkynes with organoboronic acids and anthranils for facile and modular access to 2,3-substituted quinolines. In this process, anthranil has dual roles: serving as an electrophilic aminating reagent and a redox buffer to suppress the generation of an off-cycle Ni(0) complex. Moreover, the anionic acetylacetonate (acac) ligand was found to be vital to ensure a productive Ni(I)-Ni(III)-Ni(I) catalytic cycle.