Issue 71, 2020

Enantioselective and regioselective aza-Friedel–Crafts reaction of electron-rich phenols with isatin-derived ketimines

Abstract

An efficient asymmetric aza-Friedel–Crafts reaction of phenols with isatin-derived ketimines is described. The reaction, which was promoted by a Bi(OH)3/CPA system, gave a series of chiral 3-amino-2-oxindoles with high yields (up to 99%), excellent enantioselectivities (up to 99%) and moderate to very good regioselectivities (up to 25/1).

Graphical abstract: Enantioselective and regioselective aza-Friedel–Crafts reaction of electron-rich phenols with isatin-derived ketimines

Associated articles

Supplementary files

Article information

Article type
Communication
Submitted
20 Jul 2020
Accepted
30 Jul 2020
First published
31 Jul 2020

Chem. Commun., 2020,56, 10361-10364

Enantioselective and regioselective aza-Friedel–Crafts reaction of electron-rich phenols with isatin-derived ketimines

L. Cai, X. Liu, J. Wang, L. Chen, X. Li and J. Cheng, Chem. Commun., 2020, 56, 10361 DOI: 10.1039/D0CC04966B

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