Synthesis 2014; 46(14): 1933-1937
DOI: 10.1055/s-0033-1339108
special topic
© Georg Thieme Verlag Stuttgart · New York

Copper-Catalyzed Cross-Coupling of Aryl- and Heteroaryltriethoxysilanes with Aryl and Heteroaryl Iodides and Bromides

Santosh K. Gurung
Department of Chemistry & Chemical Biology, The University of New Mexico, Albuquerque, NM 87131, USA   Fax: +1(505)2772609   Email: rgiri@unm.edu
,
Surendra Thapa
Department of Chemistry & Chemical Biology, The University of New Mexico, Albuquerque, NM 87131, USA   Fax: +1(505)2772609   Email: rgiri@unm.edu
,
Bijay Shrestha
Department of Chemistry & Chemical Biology, The University of New Mexico, Albuquerque, NM 87131, USA   Fax: +1(505)2772609   Email: rgiri@unm.edu
,
Ramesh Giri*
Department of Chemistry & Chemical Biology, The University of New Mexico, Albuquerque, NM 87131, USA   Fax: +1(505)2772609   Email: rgiri@unm.edu
› Author Affiliations
Further Information

Publication History

Received: 28 February 2014

Accepted after revision: 13 April 2014

Publication Date:
28 May 2014 (eFirst)

Abstract

Copper(I)-catalyzed coupling of aryl- and heteroaryltriethoxysilanes with aryl and heteroaryl iodides is described. The transformation also proceeds with activated aryl bromides, but in this case it requires a stoichiometric amount of the catalyst for best product yields. The current reaction requires a P,N-based bidentate ligand for aryl–aryl coupling while it proceeds without external ligands for aryl–heteroaryl coupling to afford good product yields. The reaction protocol can also be applied to achieve biarylation of diiodoarenes in reasonable yields.

 
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