In situ formation and reaction of 2-pyridylboronic esters |
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Authors: | Amelia A FullerHeidi R Hester Eric V SaloErland P Stevens |
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Institution: | Department of Chemistry, Davidson College, PO Box 7120, Davidson, NC 28036, USA |
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Abstract: | 2-Pyridylboronic esters were generated by cross-coupling 2-bromopyridines with bis(pinacolato)diboron in the presence of a base and palladium catalyst. The boronic esters reacted in situ with unreacted 2-bromopyridines to afford high yields of 2,2′-bipyridines as homocoupled products. Depending upon the reaction conditions, varying amounts of protodeboronated products were also observed. An attempted cross-coupling between two different 2-bromopyridines produced a nearly statistical mixture of homo- and cross-coupled products. |
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