Synlett 2005(2): 275-278  
DOI: 10.1055/s-2004-837205
LETTER
© Georg Thieme Verlag Stuttgart · New York

Buchwald-Hartwig Aminations of Aryl Chlorides: A Practical Protocol Based on Commercially Available Pd(0)-NHC Catalysts

L. J. Gooßen*a, J. Paetzoldb, O. Brielc, A. Rivas-Nass*c, R. Karchc, B. Kayserc
a Rheinisch-Westfälische Technische Hochschule Aachen, Professor Pirlet Str. 1, 52074 Aachen, Germany
e-Mail: goossen@oc.rwth-aachen.de;
b Max-Planck Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany
c UMICORE AG & Co KG, P. O. Box 1351, 63403 Hanau, Germany
Further Information

Publication History

Received 15 October 2004
Publication Date:
17 December 2004 (online)

Abstract

Commercially available, air- and water-stable naphthoquinone imidazolin-2-ylidene-palladium(0) complexes were found to be highly active one-component catalysts for the amination of aryl halides. With these very robust catalysts, the expensive bases Cs2CO3 or NaOt-Bu traditionally used can be replaced by KOH. A convenient reaction protocol has been developed for the coupling of a wide range of aryl chlorides with primary or secondary amines.

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