Journal of the American Chemical Society
Journal of the American Chemical Society
5 years ago

Inverting Conventional Chemoselectivity in Pd-Catalyzed Amine Arylations with Multiply Halogenated Pyridines

Inverting Conventional Chemoselectivity in Pd-Catalyzed Amine Arylations with Multiply Halogenated Pyridines
Kian L. Tan, Zachary L. Niemeyer, Matthew S. Sigman, Mitchell H. Keylor
A new catalyst system capable of selective chloride functionalization in the Pd-catalyzed amination of 3,2- and 5,2- Br/Cl-pyridines is reported. A reaction optimization strategy employing ligand parametrization led to the identification of 1,1′-bis[bis(dimethylamino)phosphino]ferrocene “DMAPF”, a readily available yet previously unutilized diphosphine, as a uniquely effective ligand for this transformation.

Publisher URL: http://dx.doi.org/10.1021/jacs.7b05409

DOI: 10.1021/jacs.7b05409

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