The Reductive Dehalogenation of Halo-Substituted Naphthazarins and Quinizarins as a Simple Route to Parent Compounds

Victor Ph. Anufriev Pacific Institute of Bioorganic Chemistry, Russian Academy of Sciences., 690022, Vladivostok, Russia Fax:

Galina V. Malinovskaya Pacific Institute of Bioorganic Chemistry, Russian Academy of Sciences., 690022, Vladivostok, Russia Fax:

Vyacheslav L. Novikov Pacific Institute of Bioorganic Chemistry, Russian Academy of Sciences., 690022, Vladivostok, Russia Fax:

Nadezhda N. Balanyova Pacific Institute of Bioorganic Chemistry, Russian Academy of Sciences., 690022, Vladivostok, Russia Fax:

Sergey G. Polonik Pacific Institute of Bioorganic Chemistry, Russian Academy of Sciences., 690022, Vladivostok, Russia Fax:

Abstract

By the reaction of 2-chloro-3-alkyl-, 2,3-dichloro(dibromo)-, trichloro-(tribromo)-and tetrachloro(tetrabromo)-naphthazarins and 2,3-dichloroquinizarin with Fe/HOAc followed by oxidation with an air in a mild basic conditions the corresponding naphthazarins and quinizarin were obtained in good to excellent yields.

Notes

In case of substrate 1m, pyridine was removed under vacuum and the solid was treated with 2N HCl (30 ml)

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The Reductive Dehalogenation of Halo-Substituted Naphthazarins and Quinizarins as a Simple Route to Parent Compounds

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The Reductive Dehalogenation of Halo-Substituted Naphthazarins and Quinizarins as a Simple Route to Parent Compounds

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