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Cobalt-Catalyzed Addition of Arylzinc Reagents to Norbornene Derivatives through 1,4-Cobalt Migration

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journal contribution
posted on 2014-06-20, 00:00 authored by Boon-Hong Tan, Naohiko Yoshikai
A cobalt–diphosphine catalyst promotes the addition of an arylzinc reagent to a norbornene derivative to afford o-(2-exo-norbornyl)­arylzinc species. This “migratory arylzincation” reaction is considered to involve insertion of norbornene into an arylcobalt species, alkyl-to-aryl 1,4-cobalt migration, and transmetalation between the resulting o-(2-exo-norbornyl)­arylcobalt species and the arylzinc reagent. The o-(2-exo-norbornyl)­arylzinc species can be intercepted by common organic electrophiles under copper or palladium catalysis.

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