| Autor: |
Wang Q; College of Chemical Engineering, State Key Laboratory Breeding Base of Green Chemical Synthesis Technology, Zhejiang University of Technology, Chaowang Road 18#, Hangzhou, 310014, China. hyy0907@zjut.edu.cn., Pan YL; College of Chemical Engineering, State Key Laboratory Breeding Base of Green Chemical Synthesis Technology, Zhejiang University of Technology, Chaowang Road 18#, Hangzhou, 310014, China. hyy0907@zjut.edu.cn., Liang RX; College of Chemical Engineering, State Key Laboratory Breeding Base of Green Chemical Synthesis Technology, Zhejiang University of Technology, Chaowang Road 18#, Hangzhou, 310014, China. hyy0907@zjut.edu.cn., Hu YY; College of Chemical Engineering, State Key Laboratory Breeding Base of Green Chemical Synthesis Technology, Zhejiang University of Technology, Chaowang Road 18#, Hangzhou, 310014, China. hyy0907@zjut.edu.cn., Jia YX; School of Chemistry and Chemical Engineering, Tianjin University of Technology, Tianjin, 300384, China. yxjia@zjut.edu.cn.; State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, China. |
| Abstrakt: |
Herein, we report an enantioselective Pd/Cu-catalyzed sequential Heck/Sonogashira coupling reaction of electron-rich enamides with terminal alkynes as substrates. This transformation proceeds smoothly to afford 3-propargyl isoindolinone derivatives bearing quaternary stereogenic centers in moderate to good yields (43-77% yield) and good to excellent enantioselectivity (up to 93% ee). Functional groups such as halogen atoms (F, Cl, and Br), thienyl, and silyl moieties are tolerated well. Synthetic transformations of the 3-propargyl isoindolinone product show the utility value of the reaction. |
