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Russian Chemical Bulletin

, Volume 61, Issue 11, pp 2088–2095 | Cite as

Dual reactivity of diazonium salts derived from 1-amino-2-ethynyl-9,10-anthraquinones

  • S. F. Vasilevsky
  • A. A. Stepanov
  • D. S. Fadeev
Full Article

Abstract

Diazotization of vicinal 1-amino-2-ethynyl-4-R-9,10-anthraquinones followed by a reaction with NaN3 gave 5-hydroxy-3-R-1H-naphtho[2,3-g]indazole-6,11-diones or 3-ethynyl-5-R-6H-anthra[1,9-cd]isoxazol-6-ones, depending on the substituents at the triply bonded C atom and in position 4 of the anthraquinone framework.

Key words

diazotization heterocyclization naphthoindazoles anthraisoxazoles 

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Copyright information

© Springer Science+Business Media New York 2012

Authors and Affiliations

  • S. F. Vasilevsky
    • 1
  • A. A. Stepanov
    • 1
  • D. S. Fadeev
    • 2
  1. 1.Institute of Chemical Kinetics and CombustionSiberian Branch of the Russian Academy of SciencesNovosibirskRussian Federation
  2. 2.N. N. Vorozhtsov Novosibirsk Institute of Organic ChemistrySiberian Branch of the Russian Academy of SciencesNovosibirskRussian Federation

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