Reaction of acyclic enaminones with methoxymethylene meldrum's acid: synthetic and structural implications

Abstract

The reaction of acyclic enaminones with methoxymethylene Meldrum's acid afforded N-adduct and/or C-adduct of enaminones in moderate to good yields. The regiochemistry of this reaction depends on the N-amino substituent of the enaminone. The C-adduct is a precursor to 2-pyridones. X-ray analysis of two N-adducts were investigated and the Z-s-Z configuration assigned.

Keywords

• enaminones
• Meldrum's acid
• aza-annulation
• 2-pyridone