Chromium-catalyzed migratory arylmagnesiation of unactivated alkynes?
Organic Chemistry Frontiers Pub Date: 2017-06-29 DOI: 10.1039/C7QO00427C
Abstract
We report here on a chromium-catalyzed addition reaction of an arylmagnesium bromide to an unactivated 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.
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Journal Name:Organic Chemistry Frontiers
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CAS no.: 89640-58-4