Synlett 2017; 28(13): 1586-1591
DOI: 10.1055/s-0036-1588806
letter
© Georg Thieme Verlag Stuttgart · New York

Thieme Chemistry Journals Awardees – Where Are They Now?
Efficient Cross-Coupling of Secondary Amines/Azoles and Activated (Hetero)Aryl Chlorides Using an Air-Stable DPEPhos/Nickel Pre-Catalyst

Ryan S. Sawatzky
a   Department of Chemistry, Dalhousie University, Halifax, Nova Scotia B3H 4R2, Canada   Email: mark.stradiotto@dal.ca
,
Michael J. Ferguson
b   X-ray Crystallography Laboratory, Department of Chemistry, University of Alberta, Edmonton, Alberta T6G 2G2, Canada
,
a   Department of Chemistry, Dalhousie University, Halifax, Nova Scotia B3H 4R2, Canada   Email: mark.stradiotto@dal.ca
› Author Affiliations

Supported by: Natural Sciences and Engineering Research Council of Canada (Discovery Grant RGPIN-2014-04807), (I2I Grant I2IPJ/485197-2015)
Further Information

Publication History

Received: 14 March 2017

Accepted after revision: 31 March 2017

Publication Date:
02 May 2017 (online)


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Abstract

Synthesis and characterization of the new air-stable pre-catalyst (DPEPhos)Ni(2-mesityl)Br (C1) is reported, along with the application of this pre-catalyst in the cross-coupling of secondary amines/azoles with activated (hetero)aryl chlorides to afford tertiary (hetero)anilines. The performance of C1 in these cross-couplings is competitive with some of the best and/or most widely employed nickel catalysts for such transformations.

Supporting Information