Chiral N,N′‐Dioxide‐Zinc(II) Complex‐Catalyzed Asymmetric Aza‐Friedel–Crafts Reaction of Isatin‐Derived Ketimines with Indoles

作者：Xiying Zhang, Jianlin Zhang, Lili Lin, Haifeng Zheng, Wangbin Wu, Xiaohua Liu, Xiaoming Feng · 发表于：Advanced Synthesis & Catalysis · 年份：2016 · DOI：10.1002/adsc.201600630 · 被引用次数：40 · 研究领域：Asymmetric Synthesis and Catalysis、Asymmetric Hydrogenation and Catalysis、Synthesis and Catalytic Reactions

Abstract A highly efficient chiral N,N′ ‐dioxide‐zinc(II) complex catalytic system has been developed for the enantioselective aza‐Friedel–Crafts reaction of isatin‐derived ketimines with indoles. A series of enantiomerically enriched 3‐indolyl‐3‐aminooxindoles containing a tetrasubstituted stereocenter were obtained in up to 99% yield with up to 96% ee . Furthermore, control experiments provide a fundamental sight into the mechanism of the reaction. magnified image