Synthesis of 2,2′‐bipyridyl‐type compounds via the suzuki‐miyaura cross‐coupling reaction

Nicholas A. Jones, James W. Antoon, Alfred L. Bowie, J. Brian Borak, Erland P. Stevens

doi:10.1002/jhet.5570440213

Synthesis of 2,2′‐bipyridyl‐type compounds via the suzuki‐miyaura cross‐coupling reaction

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<jats:title>Abstract</jats:title><jats:p><jats:chem-struct-wrap><jats:chem-struct><jats:graphic xmlns:xlink="http://www.w3.org/1999/xlink" mimetype="image/gif" position="anchor" specific-use="enlarged-web-image" xlink:href="graphic/must001.gif"><jats:alt-text>magnified image</jats:alt-text></jats:graphic></jats:chem-struct></jats:chem-struct-wrap></jats:p><jats:p>2,2′‐Bipyridyl‐type compounds may be prepared by Suzuki‐Miyaura coupling of a 2‐pyridylboronic ester with 2‐haloazines and ‐azoles. Ten examples are presented with yields of 47 to 84%. Both arylbromides and arylchlorides undergo the coupling, but the reaction is sensitive to ring substitution adjacent to the halogen.</jats:p>