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Photocyclization of 2-azido-1-(4-tert-butylphenoxy)-9,10-anthraquinone in the presence of substituted phenols

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Abstract

New types of phototransformations in the quinone series, viz., photocyclizations of 1-aryloxy-2-azido-9,10-anthraquinone in the presence of phenols, were studied. The photolysis affords mainly 5H-naphtho[2,3-c]phenoxazine-8,13-diones, in which the nitrogen atom is covalently bound to the phenyl ring of the attached phenol. As a result, complex polycyclic derivatives of phenoxazines were prepared in high yields in one step.

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Authors and Affiliations

  1. N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent’eva, 630090, Novosibirsk, Russian Federation

    L. S. Klimenko, I. A. Os’kina, V. M. Vlasov, I. Yu. Bagryanskaya & Yu. V. Gatilov

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  1. L. S. Klimenko
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  2. I. A. Os’kina
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  3. V. M. Vlasov
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  4. I. Yu. Bagryanskaya
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  5. Yu. V. Gatilov
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Correspondence to V. M. Vlasov.

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Dedicated to the memory of Academician N. N. Vorozhtsov on the 100th anniversary of his birth.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1089–1093, June, 2007.

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Klimenko, L.S., Os’kina, I.A., Vlasov, V.M. et al. Photocyclization of 2-azido-1-(4-tert-butylphenoxy)-9,10-anthraquinone in the presence of substituted phenols. Russ Chem Bull 56, 1130–1134 (2007). https://doi.org/10.1007/s11172-007-0171-4

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  • DOI: https://doi.org/10.1007/s11172-007-0171-4

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