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Copper-catalyzed ring-opening C(sp3)–N coupling of cycloketone oxime esters: access to 1°, 2° and 3° alkyl amines

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Abstract

A novel copper-catalyzed C(sp3)–N coupling of cycloketone oxime esters with nitrogen nucleophiles has been realized. All of the N-aryl/alkylanilines, anilines and benzophenone imine could be employed in this protocol to produce a variety of 1°, 2° and 3° alkyl amines in one or two steps. These resultant cyano-containing alkyl amines were proven to be versatile synthetic building blocks in a variety of chemical transformations.

Graphical abstract: Copper-catalyzed ring-opening C(sp3)–N coupling of cycloketone oxime esters: access to 1°, 2° and 3° alkyl amines

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Publication details

The article was received on 13 Mar 2019, accepted on 08 Apr 2019 and first published on 09 Apr 2019


Article type: Communication
DOI: 10.1039/C9CC02030F
Citation: Chem. Commun., 2019, Advance Article

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    Copper-catalyzed ring-opening C(sp3)–N coupling of cycloketone oxime esters: access to 1°, 2° and 3° alkyl amines

    L. Tian, S. Gao, R. Wang, Y. Li, C. Tang, L. Shi and J. Fu, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C9CC02030F

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