Synfacts 2006(12): 1268-1268  
DOI: 10.1055/s-2006-955613
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Cu/Ag-Promoted Oxidative Amidation of Aldehydes with Amine Hydrochlorides

Contributor(s): Paul Knochel, Andrei Gavryushin
W-J. Yoo, C-J. Li*
McGill University, MontrÉal, Canada
Further Information

Publication History

Publication Date:
22 November 2006 (online)

Significance

The amide group is broadly presented among biologically active products, polymers and other compounds of industrial interest. The authors reported here a simple, practical and easily scalable catalytic method for the conversion of aldehydes (preferably benzaldehydes) into the corresponding amides in a one-pot reaction in the presence of a primary amine and aqueous t-BuO2H as a stoichiometric oxidizer. The method avoids the formation of the intermediate acids and can tolerate various functional groups. α-Aminoacid esters can be acylated by this method with the complete retention of chirality.