Selective Chlorination of Hydroxynaphthazarins with Dichlorine Monoxide. Remarkable Stability of some Geminal Diols Derived from 2,3-Dihydro-2-oxonaphthazarin

Alla Ya. Tchizhova Pacific Institute of Bioorganic Chemistry, Russian Academy of Sciences, 690022, Vladivostok, Russia Fax:

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

Valery P. Glazunov Pacific Institute of Bioorganic Chemistry, Russian Academy of Sciences, 690022, Vladivostok, Russia Fax:

Vladimir A. Denisenko Pacific Institute of Bioorganic Chemistry, Russian Academy of Sciences, 690022, Vladivostok, Russia Fax:

Olga P. Moiseenko Pacific Institute of Bioorganic Chemistry, Russian Academy of Sciences, 690022, Vladivostok, Russia Fax:

Abstract

The ration of 2-hydroxynaphthazarins with dichlorine monoxide in CC1₄ affords the stable gem-diols - 3,3-dichloro-2,3-dihydro-2,2-dihydroxy-paphthazarins in quantitative yields. In the case of 2-hydroxy-3-methyl-iiaphthazarins the formation of the mixture of corresponding monochlorinated at 3 position 2,3-dihydro-3-methyl-2-oxonaphthazarins and 2,3-dihydro-3-methyl-2,2-dihydroxynaphthazarins takes place. For these compounds, under certain conditions, the keto - gem-diol equilibrium is observed.

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Selective Chlorination of Hydroxynaphthazarins with Dichlorine Monoxide. Remarkable Stability of some Geminal Diols Derived from 2,3-Dihydro-2-oxonaphthazarin

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Selective Chlorination of Hydroxynaphthazarins with Dichlorine Monoxide. Remarkable Stability of some Geminal Diols Derived from 2,3-Dihydro-2-oxonaphthazarin

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