Synthesis of pyridinium salts by the reaction of ?, ?-unsaturated ketones, primary amines, and compounds with labile hydrogen atoms

Abstract

The reaction of α, β-unsaturated ketones or Mannich bases of ketones with primary aromatic amines and ketones (monoketones or dimedone) in the presence of polyhalo-alkanes leads to pyridinium, 5,6,7,8-tetrahydroquinolinium, or sym-octahydroacridinium salts. The reaction of benxalcyclohexanone with primary aromatic amines and malonodinitrile makes it possible to obtain 2-amino-3-cyano-5,6,7,8-tetrahydroquinolinium salts.