Synthesis of α,α-disubstituted aryl amines by rhodium-catalyzed amination of tertiary allylic trichloroacetimidates.

Jeffrey S Arnold, Gregory T Cizio, Hien M Nguyen

Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, USA.

Organic letters 2011 Oct 21

filter terms:

The rhodium-catalyzed regioselective amination of tertiary allylic trichloroacetimidates with unactivated aromatic amines is a direct and efficient approach to the preparation of α,α-disubstituted allylic aryl amines in good yield and with excellent regioselectivity. This method is applicable to a variety of unactivated primary and secondary amines and allows for the preparation of reverse prenylated indoles in two steps. © 2011 American Chemical Society

Citation

Jeffrey S Arnold, Gregory T Cizio, Hien M Nguyen. Synthesis of α,α-disubstituted aryl amines by rhodium-catalyzed amination of tertiary allylic trichloroacetimidates. Organic letters. 2011 Oct 21;13(20):5576-9