Hong Peng, Wang Lifang, Zhu Xinhai, Huang Manna, Wan Yiqian
School of Chemical Engineering and Technology, Guangdong Engineering Technology Research Center for Platform Chemicals from Marine Biomass and Their Functionalization, Sun Yat-sen University, Zhuhai 519082, P. R. China.
Instrument Analysis & Research Center, Sun Yat-sen University, Guangzhou 510275, P. R. China.
Org Lett. 2024 Dec 20;26(50):10769-10773. doi: 10.1021/acs.orglett.4c03753. Epub 2024 Dec 9.
A novel protocol for the Cu-catalyzed reductive -arylation of nitroarenes with (hetero)aryl chlorides in water has been realized. Combining -(9-carbazol-9-yl)-6-hydroxypicolinamide () with oxalohydrazide is vital to realize the method at 90 °C with a loading of 5 mol % of CuO/. Various nitroarenes and aryl chlorides have been successfully coupled in good to excellent isolated yields. Further, two diarylamine-containing key intermediates, and , have been smoothly synthesized on a gram scale using this method.