Amination of naphtho[1,8-de]triazine with hydroxylamine-O-sulphonate afforded 1-amino-8-azido-1-naphthalene and 1-aminonaphtho[1,8-de]triazine. Oxidation of the latter with lead tetra-acetate liberated nitrogen and gave 1,8-dehydronaphthalene which could be trapped by cycloaddition to dimethyl acetylenedicarboxylate or to N-phenylmaleimide.
R. W. Hoffmann, G. Guhn, M. Preiss and B. Dittrich, J. Chem. Soc. C, 1969, 769 DOI: 10.1039/J39690000769
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