294184-16-0Relevant academic research and scientific papers
Synthesis of dibenzo[c,h][1,6]naphthyridine, [2]benzopyrano[4,3-c]quinoline and benzo[i]phenanthridine analogues of the quaternary benzo[c]phenanthridines
Hutton, Susan M.,Mackay, Simon Paul,Meth-Cohn, Otto
, p. 1121 - 1124 (2000)
Three concise syntheses of the dibenzo[c,h][1,6]naphthyridines, [2]benzopyrano[4,3-c]quinolines and the benzo[i]phenanthridines are reported. All methods involve Vilsmeier chemistry, either to generate a 12-methyl-6-oxo-6H- [2]benzopyrano[4,3-c]quinolinium salt which after hydrolysis with either ammonia or methanol can ultimately be cyclised to the first two target compounds, whereas the latter can be prepared in one step from 2-(1-pyrrolidino)-3,4-dihydronaphthalene and N- methylformanilide in phosphorus oxychloride. These tetracyclic heteroaromatic ring systems are related to the benzo[c]phenanthridines, and form part of our investigations into determining the mechanism of action of this class of compounds as topoisomerase inhibitors.
