Reaction of N-aryl substituted maleimides with aliphatic ketazines leads to the formation of 4,5-dihydropyridazin-3(2H)-ones in moderate yields. The reaction proceeds through 1,4-addition of an azine to the maleimide double bond, as confirmed by separation of the corresponding adducts in some cases, which are then converted into 4,5-dihydropyridazin-3(2H)-ones. In addition, the solid-state synthesis of 4,5-dihydropyridazin-3(2H)-ones is demonstrated for the first time.

Original languageEnglish
Pages (from-to)3146-3149
Number of pages4
JournalTetrahedron Letters
Volume52
Issue number24
DOIs
StatePublished - 15 Jun 2011

    Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

    Research areas

  • 4,5-Dihydropyridazin-3(2H)-ones, Aliphatic ketazines, Michael addition product, Microwave irradiation, N-Arylmaleimides, Solvent-free conditions

ID: 5019939