M. Abass, M. Abdel-Megid, M. Hassan
Feb 1, 2007
Citations
1
Influential Citations
15
Citations
Journal
Synthetic Communications
Abstract
Abstract 4‐Hydroxy‐1‐methyl‐3‐[E‐3‐(4‐oxo‐4H‐chromen‐3‐yl)acryloyl]quinolin‐2(1H)‐one (3) was smoothly obtained via a one‐pot aldol dehydration reaction of 3‐acetyl‐4‐hydroxyquinolin‐2(1H)‐one with 3‐formylchromone and was utilized to prepare miscellaneous triheterocyclic systems containing the quinolinone moiety. Both the α,β‐unsaturated ketone side chain and the γ‐pyrone ring in compound 3 were subjected to nucleophilic cyclization with certain 1,2‐ and 1,3‐bifunctional N,N‐, N,O‐, N,C‐, and O,C‐nucleophiles under different reaction conditions. Many pyrazolinyl‐, isoxazolinyl‐, pyrimidinyl‐, and pyridinylquinolinones bearing other six‐ or five‐membered heterocyclic systems have been conveniently synthesized using more than one synthetic route. Dedicated to the memory of the late Professor Sayed Ibrahim El‐Nagdi.