243853-22-7Relevant academic research and scientific papers
Synthesis of 4-phenylquinoline-5,8-quinones and their reactivity in hetero Diels-Alder reactions
úbeda, J. Ignacio,Villacampa, Mercedes,Avenda?o, Carmen
, p. 1335 - 1340 (2007/10/03)
Substituted 4-arylquinolines and 9-aryl-1,2,3,4-tetrahydroacridines can be easily prepared from N-pivaloylanilines by ortho-lithiation/benzoylation and subsequent treatment of the benzophenones thus obtained with ketones in acetic acid. The pivaloyl group is eliminated in situ in these reactions. The reactivity of 3,4-dimethyl-4-phenylquinoline-5,8-dione, obtained by oxidation of the corresponding 5,8-dimethoxyquinoline, as dienophile in hetero Diels- Alder reactions with α,β-unsaturated N,N-dimethylhydrazones to give 1,8- diazaanthraquinones, is compared with that of other quinolinequinones.
