Highly regioselective Buchwald–Hartwig amination at C-2 of 2,4-dichloropyridine enabling a novel approach to 2,4-bisanilinopyridine (BAPyd) libraries
2013
Burton, Rebecca J. | Crowther, Mandy L. | Fazakerley, Neal J. | Fillery, Shaun M. | Hayter, Barry M. | Kettle, Jason G. | McMillan, Caroline A. | Perkins, Paula | Robins, Peter | Smith, Peter M. | Williams, Emma J. | Wrigley, Gail L.
The highly regioselective Buchwald–Hartwig amination at C-2 of the cheap and readily accessible reagent, 2,4-dichloropyridine with a range of anilines and heterocyclic amines is described. This new methodology is robust and provides a facile access to 4-chloro-N-phenylpyridin-2-amines on 0.25mol scale. These intermediates undergo a further Buchwald–Hartwig amination at higher temperature to enable rapid exploration of the chemical space at C-4 and to provide a library of 2,4-bisaminopyridines.
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