Nickel‐Catalyzed Kumada Coupling of Benzyl Chlorides and Vinylogous Derivatives

Abstract

AbstractConditions for the fast Ni‐catalyzed Kumada‐type cross‐coupling of functionalized benzyl and allyl chlorides with alkylmagnesium reagents were discovered. The use of Ni(acac)2–TMEDA (acac = acetylacetonate, TMEDA = N,N,N′,N′‐tetramethyl‐1,2‐ethylenediamine) allows the presence of reactive functional groups on the electrophile. On the other hand, the use of diallyl ether was shown to provide fast coupling at low temperature with a low catalyst loading. The reaction seems to follow a radical pathway.