D. N. Nlcolaides, G. Papageorgiou, J. Stephanidou-Stephanatou
1989
Citations
0
Influential Citations
19
Citations
Journal
Tetrahedron
Abstract
Abstract 10-(Methoxyimino)phenanthren-9-one ( 1 ) reacts with DMAD ( 2 ) in dioxane to give dimethyl 7-oxo-7 H -dibenzo[de,g]quinoline-4,5-dicarboxylate 4 , whereas from the reaction of 1 with 2 in toluene besides 4 , the oxazole 5 and also dimethyl 2-phenyldibenzo[f,h]-quinoline-3,4-dicarboxylate 6 are obtained. Reaction of 1 with methylsubstituted aromatic compounds furnishes oxazoles 5 , 11(a–e) and 12 . Oxazole 5 is also formed from the reaction of 1 with benzyl bromide. Treatment of tetrabromomonoxime 13 with phosphorus ylide 16 results to the formation of oxazole 14 .