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

Zhang Xiying | Zendy; Zhang Jianlin | Zendy; Lin Lili | Zendy; Zheng Haifeng | Zendy; Wu Wangbin | Zendy; Liu Xiaohua | Zendy; Feng Xiaoming | Zendy

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

Author(s) -

Zhang Xiying,

Zhang Jianlin,

Lin Lili,

Zheng Haifeng,

Wu Wangbin,

Liu Xiaohua,

Feng Xiaoming

Publication year - 2016

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201600630

Subject(s) - chemistry , isatin , stereocenter , enantioselective synthesis , friedel–crafts reaction , catalysis , yield (engineering) , zinc , indole test , organic chemistry , medicinal chemistry , combinatorial chemistry , materials science , metallurgy

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.

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