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Updated: Feb 19, 2026
Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
Cu-Catalyzed Three-Component Carboamination of Alkenes
Samuel N Gockel1, Travis L Buchanan1, Kami L Hull1
1Department of Chemistry, University of Illinois at Urbana-Champaign , 600 South Mathews Avenue, Urbana, Illinois 61801, United States.
Abstract:
Copper-catalyzed intermolecular carboamination of alkenes with α-halocarbonyls and amines is presented with 42 examples. Electron rich, electron poor, and internal styrenes, as well as α-olefins, are functionalized with α-halocarbonyls and aryl or aliphatic amines. Mechanistic investigations suggest the reaction is proceeding through addition of a carbon-centered radical across an olefin followed by oxidation to form a 5-membered oxocarbenium intermediate and subsequent nucleophilic ring opening to forge the C-N bond.
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