Issue 4, 2022

Isoindolinone synthesis through Rh/Cu-catalyzed oxidative C–H/N–H annulation of N-methoxy benzamides with saturated ketones

Abstract

The synthesis of isoindolinones from N-methoxy benzamides and saturated ketones via a bimetallic tandem catalytic annulation has been accomplished. The reaction is catalyzed by a Rh/Cu-cocatalytic system and proceeds via the combination of Cu-catalyzed dehydrogenation of ketones and Rh-catalyzed direct C–H functionalization with the assistance of the N-methoxy amide group which also acts as an oxidant to regenerate the Rh catalyst. This method shows good compatibility with a wide range of substrates and functional groups, and provides an alternative strategy to obtain diverse isoindolinones.

Graphical abstract: Isoindolinone synthesis through Rh/Cu-catalyzed oxidative C–H/N–H annulation of N-methoxy benzamides with saturated ketones

Supplementary files

Article information

Article type
Communication
Submitted
04 Nov 2021
Accepted
21 Dec 2021
First published
21 Dec 2021

Org. Biomol. Chem., 2022,20, 783-789

Isoindolinone synthesis through Rh/Cu-catalyzed oxidative C–H/N–H annulation of N-methoxy benzamides with saturated ketones

X. Du, Y. Hu, D. Yang, D. Huang, W. Yang, H. Wu and H. Zhao, Org. Biomol. Chem., 2022, 20, 783 DOI: 10.1039/D1OB02166D

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