Copper-Catalyzed Nitrogen Atom Transfer to Isoquinolines via C–N Triple Bond Cleavage and Three-Component Cyclization
作者:Lebin Su, Shimin Xie, Jianyu Dong, Feng Liu, Shuang‐Feng Yin, Yongbo Zhou · 发表于:Organic Letters · 年份:2022 · DOI:10.1021/acs.orglett.2c02257 · 被引用次数:12 · 研究领域:Catalytic C–H Functionalization Methods、Asymmetric Hydrogenation and Catalysis、Synthesis and Catalytic Reactions
A copper(I)-catalyzed tandem reaction of 2-bromoaryl ketones, terminal alkynes, and CH 3 CN is developed, which combines N atom transfer and three-component [3 + 2 + 1] cyclization, and efficiently produces densely functionalized isoquinolines in a facile, highly selective, and general manner. In the reaction, the formation of aromatic C–N bonds along with the complete C–N triple bond cleavage is first realized; Cu(III)-acetylide species might serve as the intermediates, which allow highly selective 6- endo - dig cyclization.