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

Jing Li Zhonglin Wei Jungang Cao Dapeng Liang Yingjie Lin Haifeng Duan

J Org Chem

Department of Organic Chemistry, College of Chemistry, Jilin University, 2699 Qianjin Street, Changchun 130012, China.

Published: March 2022

A highly enantioselective aza-Friedel-Crafts reaction of 1-indoles with isatin-derived -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).

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http://dx.doi.org/10.1021/acs.joc.1c02477DOI Listing

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