Synthesis of Azabipyridine and Azaterpyridine Building Blocks for Multitopic Binding

Abstract

We describe the synthesis of four bromo-substituted azabipyridines­ and two bromo-substituted azaterpyridines through a series of palladium-catalyzed cross-coupling reactions. Both the azabipyridine and azaterpyridine heterocycles contain two orthogonal binding motifs, the value of which has been demonstrated recently in a nanomechanical switch for triggering organocatalysis. The bromo functionality allows heterocyclic ligands to be attached to larger frameworks.

Key words

N-heterocycles - palladium catalysis - bipyridine - terpyridine - carbon–carbon coupling

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