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Electroreductive 4-Pyridylation of Electron-deficient Alkenes with Assistance of Ni(acac)<sub>2</sub>

Sheng Zhang, Lijun Li, Xinru Li, Jun‐Qi Zhang, Kun Xu, Guigen Li, Michael Findlater

2020Organic Letters59 citationsDOI

Abstract

An electroreductive 4-pyridylation of activated alkenes was developed in an undivided cell with the assistance of Ni(acac)2 (acac = acetylacetone). This novel protocol is compatible with a broad range of electron-poor alkenes, which are commonly regarded as challenging substrates in the previous conventional approaches. Moreover, a series of cyclic voltammetric experiments were conducted to reveal the unique role of Ni(acac)2 differentiating reduction process of reaction partners.

Topics & Concepts

AcetylacetoneChemistryCombinatorial chemistryMedicinal chemistryOrganic chemistryCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques
Electroreductive 4-Pyridylation of Electron-deficient Alkenes with Assistance of Ni(acac)<sub>2</sub> | Litcius