N. P. Shusherina

?-Lactones and ?-lactams: LXV. Synthesis and properties of adducts of 5,6-disubstituted 2-pyridones with dimethyl acetylenedicarboxylate

It has been established that the reaction of 5,6-dialkyl-2-pyridones with dimethyl acetylenedicarboxylate leads to esters of 2-ketopyridin-1-ylfuramic acids, which are readily hydrolyzed in the cold by aqueous solutions of alkalis. The ease of hydrolysis of the esters is apparently explained by intramolecular catalysis as a consequent of the nucleophilic participation of the oxygen of the pyridone ring.

Integral intensity of C=O peaks in the IR-spectra of substituted α-pyrones

1. The integral absorption intensity of carbonyl peaks in the IR spectra of 17 substituted α-pyrones was measured. 2. The effect of substituents in the 3-position was due mainly to electrostatic interactions (polar effects), but in the 5- and 6-positions to conjugative effects, Substituents in the 5-position had a greater influence on the C=O group than those in the 6-position.