Oxidative Imidation of Benzylic and Cycloalkane C(sp3)-H Bond Donors Using N-Aroyloxyquinuclidinium Salts and Nitriles under Photoredox Catalysis

Org Lett. 2023 Jul 28;25(29):5504-5508. doi: 10.1021/acs.orglett.3c01966. Epub 2023 Jul 19.

Abstract

A series of N-aroyloxyquinuclidinium salts were prepared and used as reagents to perform efficient three-component Ritter-Mumm-type oxidative C-H imidation of donors of 1° and 2° benzylic C-H bonds used as limiting reagents with nitriles as a source of imide nitrogen under photocatalytic conditions; these reagents also exhibit somewhat lower reactivity toward cycloalkanes.