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Palladium-Catalyzed Electro-oxidative C–H Amination toward the Synthesis of Pyrido[1,2-<i>a</i>]benzimidazoles with Hydrogen Evolution

Zhengli Duan, Lin Zhang, Wenxin Zhang, Lijun Lu, Li Zeng, Renyi Shi, Aiwen Lei

2020ACS Catalysis70 citationsDOI

Abstract

Transition-metal-catalyzed oxidative C–H/N–H coupling reaction is an important method to construct C–N bonds. However, stoichiometric oxidants were usually necessary. Here, we report a palladium-catalyzed electro-oxidative intramolecular C–H/N-H annulation reaction without an external oxidant or additive. A variety of pyrido[1,2-a]benzimidazoles were constructed by a simple, green, and mild path. Experimental results suggested that Pd(0) could be oxidized on the anode to be recycled.

Topics & Concepts

AminationPalladiumChemistryCatalysisIntramolecular forceAnnulationStoichiometryOxidative phosphorylationOxidative coupling of methaneMedicinal chemistryOxidative additionTransition metalCombinatorial chemistryOrganic chemistryBiochemistryCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSynthesis and Catalytic Reactions
Palladium-Catalyzed Electro-oxidative C–H Amination toward the Synthesis of Pyrido[1,2-<i>a</i>]benzimidazoles with Hydrogen Evolution | Litcius