C–C bond cleavage arylation and alkenylation of cyclobutanone oxime ethers via photoredox/nickel catalysis

Abstract

A unique strategy for iminyl radical-mediated C–C bond cleavage arylation and alkenylation of cyclobutanone oxime ethers is described. This protocol features broad substrate scope, excellent functional group compatibility, and efficient applicability to the cyanoalkylation of complex drug molecules. The key step to the success of this protocol is the halogen radical-initiated HAT process, which converts the oxime ether to the active iminyl radical intermediate.

Graphical abstract: C–C bond cleavage arylation and alkenylation of cyclobutanone oxime ethers via photoredox/nickel catalysis

Supplementary files

Article information

Article type
Research Article
Submitted
25 Jul 2024
Accepted
02 Sep 2024
First published
04 Sep 2024

Org. Chem. Front., 2024, Advance Article

C–C bond cleavage arylation and alkenylation of cyclobutanone oxime ethers via photoredox/nickel catalysis

C. Peng, Y. Tang, S. Sun, Y. Wei, W. Zhou, L. Guo, L. Xu and S. Liu, Org. Chem. Front., 2024, Advance Article , DOI: 10.1039/D4QO01364F

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements