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Updated: Jul 23, 2025

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Cu-Catalyzed Three-Component Carboamination of Electron Deficient Olefins
Aja M Nicely1, Andrei G Popov1, Hannah C Wendlandt1
1Department of Chemistry, The University of Texas at Austin, Austin, Texas 78712, United States.
Abstract:
The copper-catalyzed three-component carboamination of atropates for the synthesis of α-aryl amino acid derivatives is presented. The scope of the reaction is explored with respect to all three coupling partners: the alkyl halide, the atropate, and the aryl amine. A total of 41 examples are included, with yields of ≤92%. Both primary and secondary aryl amines participate in the carboamination along with α-haloesters, nitriles, and perfluoroiodoalkanes. Mechanistic investigations support a radical mechanism involving Cu-mediated C-N bond formation with the radical adduct.
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