Conjugated addition of primary amines on acrylic α-(1-hydroxy)alkyl: New synthesis of polyfunctional β- and γ-lactames

Article abstract of DOI:10.1016/0040-4020(95)00538-J

Direct condensation, in methanol, of primary amines on ethyl-α-(1-hydroxyalkyl)acrylates and 2-(1-carbethoxy-1-hydroxyethyl)acrylonitrile yielded respectively to α-(1-hydroxyalkyl)-β-lactames and α,β-difunctionalized γ-lactames in good to fair yields. In the latter case, reaction with N,N-dialkylated hydrazines gave perhydro-1,2-pyridazinones.