Nickel-Catalyzed Regio- and Stereospecific C–H Coupling of Benzamides with Aziridines
- 1 July 2021
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 23 (14) , 5471-5475
Abstract
A nickel-catalyzed C–H coupling of 8-aminoquinoline-derived benzamides with aryl- and alkyl-substituted aziridines has been disclosed. The current strategy provides direct access to benzolactams by the C–H alkylation–intramolecular amidation cascade event with the concomitant removal of the aminoquinoline auxiliary. The regioselectivity of ring opening of aziridines can be controlled by the substituents. The reaction with chiral aziridines proceeds with inversion of configuration, thus suggesting an SN2-type nucleophilic ring-opening pathway.Keywords
Funding Information
- Japan Society for the Promotion of Science (JP 17H06092, JP 18K19078)
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