Katsuhira Yoshida, M. Ishiguro, H. Honda
Dec 1, 1988
Citations
0
Influential Citations
22
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
The effects of some metal ions on the amination and arylation of 5,8-quinolinedione (1) and on the amine displacement of 6-piperidino-5,8-quinolinedione have been investigated. The reaction of 1 with various amines in chloroform or ethanol was specifically promoted by Ni(II) ions to give selectively the corresponding 6(substituted amino)-5,8-quinolinediones. With N,N-dialkylanilines in acetic acid the reaction was strongly promoted by Cu(II) ions to give exclusively 6-arylated products, 6-[p-(dialkylamino)phenyl]-5,8-quinolinediones. The metal chelate complex was proposed as an activated intermediate.