Synlett 2005(11): 1799-1801  
DOI: 10.1055/s-2005-871567
CLUSTER
© Georg Thieme Verlag Stuttgart · New York

Nickel-Catalyzed Electrophilic Amination of Organozinc Halides

Ashley M. Berman, Jeffrey S. Johnson*
Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3290, USA
Fax: +1(919)9622388; e-Mail: jsj@unc.edu;
Weitere Informationen

Publikationsverlauf

Received 29 March 2005
Publikationsdatum:
28. Juni 2005 (online)

Abstract

The nickel-catalyzed electrophilic amination of organozinc halides with O-benzoyl N,N-dialkyl hydroxylamines allows for the preparation of a variety of aryl and alkyl tertiary amines in good yield. The reaction is noteworthy for the mild reaction conditions employed (room temperature) and the ease of product purification (acid/base extractive work up).

15

Higher yields were obtained with this protocol relative to that using 1 equiv of ZnCl2 (or ZnBr2).