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Rh-Catalyzed Annulation of Benzoic Acids, Formaldehyde, and Malonates via <i>ortho</i> -Hydroarylation to Indanones

Shuling Yu, Ningning Lv, Chao Hong, Zhanxiang Liu, Yuhong Zhang

2020Organic Letters26 citationsDOI

Abstract

A three-component reaction from readily available low-cost materials of benzoic acids, formaldehyde, and malonates for the preparation of indanones by rhodium catalysis is reported. The annulation is initiated by an ortho-hydroarylation of benzoic acids, and a Lewis acid is not required. The solvent has a significant influence to the reaction, and 2-substituted or nonsubstituted indanones are obtained by the change of solvent.

Topics & Concepts

ChemistryAnnulationBenzoic acidCatalysisSolventOrganic chemistryLewis acids and basesFormaldehydeRhodiumMedicinal chemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsCyclopropane Reaction Mechanisms
Rh-Catalyzed Annulation of Benzoic Acids, Formaldehyde, and Malonates via <i>ortho</i> -Hydroarylation to Indanones | Litcius