Synlett 2012; 23(8): 1240-1244
DOI: 10.1055/s-0031-1290827
letter
© Georg Thieme Verlag Stuttgart · New York

Copper-Catalyzed C–N Bond Formation with N-Heterocycles and Aryl Halides

Mikki G. Boswell
Department of Chemistry, Georgetown University, Washington, DC 20057, USA, Fax: +1(202)6876209   Email: cw27@georgetown.edu
,
Fanny G. Yeung
Department of Chemistry, Georgetown University, Washington, DC 20057, USA, Fax: +1(202)6876209   Email: cw27@georgetown.edu
,
Christian Wolf*
Department of Chemistry, Georgetown University, Washington, DC 20057, USA, Fax: +1(202)6876209   Email: cw27@georgetown.edu
› Author Affiliations
Further Information

Publication History

Received: 04 January 2012

Accepted after revision: 07 March 2012

Publication Date:
26 April 2012 (online)


Abstract

The microwave-assisted, cuprous oxide catalyzed coupling of aryl bromides and iodides with imidazole, benzimidazole, pyrazole, or triazole was found to give a wide range of N-aryl heteroaromatic products in good to high yields. Aryl dibromides undergo selective monosubstitution even in the presence of large excess of N-heterocyclic nucleophiles which leaves the second aryl bromide functionality intact for further derivatization.

Supporting Information