“…In 70% DMF, the ionisation constants of naphthyridones 175a,b depend on the size of the saturated cyclic fragments of the molecules, which is associated with steric factors, such as a change in steric accessibility of the polar groups of the cationic (A) and anionic (B) forms to solvation. 404 1,8-Naphthyridinones were also synthesised starting from 6-aminopyridin-2-one (176). 405 Its condensation with enones 177 in the presence of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) in DMF afforded ethyl 2-oxo-1,8-naphthyridine-6-carboxylate (178).…”