Solid-Phase Synthesis of 2,4,6-Trisubstituted Pyridines

A new solid-phase synthesis of 2,4,6-trisubstituted pyridines from hydroxyacetophenones is described. The synthesis includes Claisen−Schmidt and Michael reactions on Wang resin to produce 1,5-diketones, which are then cyclized with ammonium acetate. The pyridine substituents are introduced independently and are derived from readily available, diverse sets of starting materials. The method is suitable for the synthesis of arrays of compounds.