The Kumada cross-coupling reaction (also known as Kumada–Tamao–Corriu coupling, also occasionally known as the Kharasch cross-coupling reaction) was originally reported as the nickel-catalyzed cross-coupling of Grignard reagents with aryl- or alkenyl halides. It has subsequently been developed to encompass the coupling of organolithium or organomagnesium compounds with aryl-, alkenyl- or alkyl halides, catalyzed by either nickel or palladium. These reactions follow a general mechanistic catalytic cycle as shown below. There are slight variations for the Hiyama and Suzuki reactions, for which an additional activation step is required for the transmetalation to occur.

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Kumada Coupling

  • Jie Jack Li

摘要

The Kumada cross-coupling reaction (also known as Kumada–Tamao–Corriu coupling, also occasionally known as the Kharasch cross-coupling reaction) was originally reported as the nickel-catalyzed cross-coupling of Grignard reagents with aryl- or alkenyl halides. It has subsequently been developed to encompass the coupling of organolithium or organomagnesium compounds with aryl-, alkenyl- or alkyl halides, catalyzed by either nickel or palladium. These reactions follow a general mechanistic catalytic cycle as shown below. There are slight variations for the Hiyama and Suzuki reactions, for which an additional activation step is required for the transmetalation to occur.