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Parameters useful to predict and control the reaction outcome of conjugate addition of hydrazoic acid to quinones have been studied, and the optimum conditions for the efficient synthesis of aminonaphthoquinones and azidobenzohydroquinones are reported. The application of this reaction for the efficient formal synthesis of dephostatin is also presented.

Alkylamino derivatives of naphthazarine, juglone, and naphthoquinone have been synthesized via their corresponding bromo-analogues, in high yields, especially in the case of naphthazarins.

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