Copper(II)-Catalyzed Enantioselective Aza-Friedel-Crafts Reaction of Indoles with Isatin-Derived -Boc-Ketimines.

J Org Chem

State Key Laboratory of Medicinal Chemical Biology, College of Pharmacy and Tianjin Key Laboratory of Molecular Drug Research, Nankai University, Tianjin 300350, China.

Published: October 2023

The copper(II)-catalyzed enantioselective aza-Friedel-Crafts reaction of indoles with isatin-derived -Boc-ketimines was developed by using tunable chiral O-N-N tridentate ligands derived from BINOL and proline. In general, the reaction afforded chiral 3-indolyl-3-aminooxindoles under mild conditions in high yields (83-97%) with excellent ee (69-99%).

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http://dx.doi.org/10.1021/acs.joc.3c01144DOI Listing

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