Synthesis of 5,5′-Dialkyl-6,6′-dichloro-2, 2′-bipyridines

Abstract

5,5′-Dialkyl-6,6′-dichloro-2,2′-bipyridines were synthesized starting from 3-substituted 2-chloro-6-iodopyridines using Pd-catalyzed coupling conditions. 6-Alkyl-3,5-dichloro-2H-1,4-oxazin-2-ones were excellent precursors for the synthesis of these functionalized 2-iodo-6-chloropyridines.

Keywords:

• Coupling
• Diels–Alder reactions
• heterocycles
• ligands
• pyridines

ACKNOWLEDGMENT

This work was supported by the F. W. O. Vlaanderen, the University of Leuven, and a bilateral Flemish–Chilean grant, BOF-BIL03/02. S. V. thanks the Institute for the Promotion of Innovation through Science and Technology in Flanders (Belgium, I. W. T.), and W. M. D. B. (Postdoctoral Fellow of the Research Foundation, Flanders [F. W. O. Vlaanderen] thanks the F. W. O. Vlaanderen for the fellowship received and for a Krediet aan Navorsers.

Notes

^a Yield is very variable in this method.