Formation of 5-Aminomethyl-2,3-dihydropyridine-4(1 H )-ones from 4-Amino-tetrahydropyridinylidene Salts.
Werner SeebacherMichael HoffelnerFerdinand BelajTeresa PirkerMuaaz Mutaz AlajlaniRudolf BauerEva-Maria Pferschy-WenzigRobert SafRobert WeisPublished in: Molecules (Basel, Switzerland) (2023)
Various 4-aminotetrahydropyridinylidene salts were treated with aldehydes in an alkaline medium. Their conversion to 5-substituted β-hydroxyketones in a one-step reaction succeeded only with an aliphatic aldehyde. Instead, aromatic aldehydes gave 5-substituted β-aminoketones or a single δ-diketone. The new compounds were characterized using spectroscopic methods and a single crystal structure analysis. Some of them showed anticancer and antibacterial properties.