Synlett 2013; 24(20): 2751-2757
DOI: 10.1055/s-0033-1339927
letter
© Georg Thieme Verlag Stuttgart · New York

Ligand-Free, Copper-Catalyzed Ullmann-Type C–N Coupling: Regioselective Synthesis of Azole-Substituted Imidazo[1,2-a]pyridines

Pinku Kaswan
Department of Chemistry, Birla Institute of Technology and Science, Pilani 333031, India   Fax: +91(1596)244183   eMail: anilkumar@pilani.bits-pilani.ac.in
,
Kasiviswanadharaju Pericherla
Department of Chemistry, Birla Institute of Technology and Science, Pilani 333031, India   Fax: +91(1596)244183   eMail: anilkumar@pilani.bits-pilani.ac.in
,
Anil Kumar*
Department of Chemistry, Birla Institute of Technology and Science, Pilani 333031, India   Fax: +91(1596)244183   eMail: anilkumar@pilani.bits-pilani.ac.in
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Publikationsverlauf

Received: 30. Juli 2013

Accepted after revision: 15. September 2013

Publikationsdatum:
06. November 2013 (online)


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Abstract

A simple and highly efficient protocol for the regioselective synthesis of azole-substituted imidazo[1,2-a]pyridines has been developed using a ligand-free, copper-catalyzed Ullmann-type C–N coupling of 2-(2-bromophenyl)imidazo[1,2-a]pyridines with different azoles and in situ generated 1,2,3-triazoles. The reactions proceeded smoothly to furnish azolo-imidazo[1,2-a]pyridines in good to excellent yields (65–96%).

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