Copper-Catalyzed One-Pot Protocol for Reductive N -Arylation of Nitroarenes with (Hetero)aryl Chlorides in Water

作者：Peng Hong, Lifang Wang, Xinhai Zhu, Manna Huang, Yiqian Wan · 发表于：Organic Letters · 年份：2024 · DOI：10.1021/acs.orglett.4c03753 · 被引用次数：9 · 研究领域：Catalytic Cross-Coupling Reactions、Nanomaterials for catalytic reactions、Catalytic C–H Functionalization Methods

A novel protocol for the Cu-catalyzed reductive N -arylation of nitroarenes with (hetero)aryl chlorides in water has been realized. Combining N -(9 H -carbazol-9-yl)-6-hydroxypicolinamide ( L2 ) with oxalohydrazide is vital to realize the method at 90 °C with a loading of 5 mol % of Cu 2 O/ L2 . Various nitroarenes and aryl chlorides have been successfully coupled in good to excellent isolated yields. Further, two diarylamine-containing key intermediates, 3f and 4u, have been smoothly synthesized on a gram scale using this method.