Halide-directed deprotonation and Li-Zn exchange of 4-bromopyridine 4 provides organozinc 6, which undergoes Pd-mediated coupling to give the 3-aryl-4-bromopyridines 7. Further substitution is achieved to provide the 3,4-disubstituted pyridines 8 and 9, and the 3,4,5-trisubstituted variants 10.

Directed deprotonation-transmetallation of 4-bromopyridine leads to flexible routes to substituted pyridines, providing flexible routes to complex organic compounds.

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Directed deprotonation-transmetallation of 4-bromopyridine: Flexible routes to substituted pyridines

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