Chromium-Catalyzed Migratory Arylmagnesiation of Unactivated Alkynes

Abstract

We report here on a chromium-catalyzed addition reaction of an arylmagnesium bromide to an unacti- vated internal alkyne to afford an ortho-alkenylarylmagnesium bromide. This reaction likely proceeds via the insertion of an alkyne into an arylchromium species, alkenyl-to-aryl 1,4-chromium migration, and transmetalation between the resulting arylchromium species and the starting aryl Grignard reagent. The product of this reaction is amenable to a series of electrophilic trapping reactions.

Publication
Yan, J.; Yoshikai, N. Org. Chem. Front. 2017, 4, 1972-1975.