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Isoindolinone synthesis through Rh/Cu-catalyzed oxidative C–H/N–H annulation of N-methoxy benzamides with saturated ketones†
Xiao Du,Yuntao Hu,Darun Yang,Decai Huang,Wendi Yang,Hailong Wu,Huaiqing Zhao
Organic & Biomolecular Chemistry Pub Date : 12/21/2021 00:00:00 , DOI:10.1039/D1OB02166D
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
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