Formal synthesis of 10-Hydroxy-6-Aryldibenzo[b,g][1,8]Naphthyridin-11(6H)-ones from 2-chloroquinolin-3-carbaldehydes and 3-(Arylamino)cyclohexenones

We have described herein a simple and formal synthesis of 10-Hydroxy-6-Aryldibenzo[b,g][1,8]naphthyridin-11(6H)-ones from 2-chloroquinolin-3-carbaldehydes and 3-(Arylamino)cyclohexenones. This protocol provides the formation of four rings including 1,8-naphthyridin under the mild conditions. Furthermore, the cyclohexanone part of the enaminone undergoes air oxidation provided the phenol ring is attached directly to the 1,8-naphthyridin scaffold. These newly formed chemo-types may be useful in drug discovery programs probably as antibacterial agents due to the presence of 1,8-naphthyridine.