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Nickel-Catalyzed Dicarbofunctionalization of Alkenes

2020/07/02 by Xiaoxu Qi, Tianning Diao · 2 citations
Chemistry · #Catalytic C–H Functionalization Methods #Catalytic Cross-Coupling Reactions #Radical Photochemical Reactions

paper · doi:10.1021/acscatal.0c02115

openalex publication_date 2020/07/02 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/31

Abstract

1,2-Dicarbofunctionalization of alkenes has emerged as an efficient synthetic strategy for preparing substituted molecules by coupling readily available alkenes with electrophiles and/or nucleophiles. Nickel complexes serve as effective catalysts owing to their tendency to undergo facile oxidative addition and slow β-hydride elimination, and their capability to access both two-electron and radical pathways. Two-component alkene functionalization reactions have achieved high chemo-, regio-, and stereoselectivities by tethering one of the coupling partners to the alkene substrate. Three-component reactions, however, often incorporate directing groups to control the selectivity. Only a few examples of directing-group-free difunctionalizations of unactivated alkenes have been reported. Therefore, great opportunities exist for the development of three-component difunctionalization reactions with broad substrate scopes and tunable chemo-, regio-, and stereoselectivities.

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