Issue 5, 2021

Metallaphotoredox-catalyzed C–H activation: regio-selective annulation of allenes with benzamide

Abstract

We have developed an efficient annulation of benzamides with allenes using cobalt and photoredox dual catalysis under an oxygen atmosphere. This reaction provides a mild and environmentally friendly method for the construction of isoquinolinone scaffolds in good to excellent yields, demonstrating broad substrate scopes, high regioselectivity, and good functional group compatibility. Notably, the transformation features an alternative strategy for the regeneration of a cobalt catalyst with the aid of Eosin Y. Preliminary mechanistic studies reveal that a radical-mediated cascade annulation is involved in this reaction.

Graphical abstract: Metallaphotoredox-catalyzed C–H activation: regio-selective annulation of allenes with benzamide

Supplementary files

Article information

Article type
Research Article
Submitted
24 Sep 2020
Accepted
29 Dec 2020
First published
04 Jan 2021

Org. Chem. Front., 2021,8, 928-935

Metallaphotoredox-catalyzed C–H activation: regio-selective annulation of allenes with benzamide

T. Li, J. Li, Z. Zhu, Y. Chen, X. Li, Q. Yang, J. Xia, W. Zhang, C. Zhang, W. Pan and S. Wu, Org. Chem. Front., 2021, 8, 928 DOI: 10.1039/D0QO01127D

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