Aymmetric Aza-Friedel-Crafts Reaction of Isatin-Derived Ketimines with Indoles Catalyzed by a Chiral Phase-Transfer Catalyst

被引:13
|
作者
Li, Jing [1 ]
Wei, Zhonglin [1 ]
Cao, Jungang [1 ]
Liang, Dapeng [1 ]
Lin, Yingjie [1 ]
Duan, Haifeng [1 ]
机构
[1] Jilin Univ, Coll Chem, Dept Organ Chem, Changchun 130012, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 05期
关键词
NITRO-MANNICH REACTION; ENANTIOSELECTIVE SYNTHESIS; HENRY REACTION; ASYMMETRIC-SYNTHESIS; NITROALKENES; DERIVATIVES; AG-041R; IMINES;
D O I
10.1021/acs.joc.1c02477
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly enantioselective aza-Friedel-Crafts reaction of 1H-indoles with isatin-derived N-Cbz-ketimines catalyzed by quinine-derived phase-transfer catalysts was developed. A series of chiral 3-aminobisindole compounds containing a tetrasubstituted stereocenter were constructed by this protocol in high yields (82-91%) and moderate to excellent enantioselectivities (46-94% ee).
引用
收藏
页码:2532 / 2542
页数:11
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