Regioselective 6-amination and 6-arylation of 5, 8-quinolinedione promoted by metal ions

K Yoshida, M Ishiguro, H Honda, M Yamamoto…

Index: Yoshida, Katsuhira; Ishiguro, Miwa; Honda, Hiroyuki; Yamamoto, Mayumi; Kubo, Yuji Bulletin of the Chemical Society of Japan, 1988 , vol. 61, # 12 p. 4335 - 4340

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Citation Number: 28

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 ...