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Russian Chemical Bulletin

, 57:151 | Cite as

Spiropyrans and spirooxazines

4. Synthesis and spectral properties of 6′-halo-substituted spiro[indoline-2,2′-2H-pyrano[3,2-h]quinolines]
  • N. A. Voloshin
  • A. V. Chernyshev
  • S. O. Bezuglyi
  • A. V. Metelitsa
  • E. N. Voloshina
  • V. I. Minkin
Full Articles

Abstract

The Duff formylation of 5-bromo- or 5-chloro-8-hydroxyquinoline leads to the corresponding 7-formyl derivatives, condensation of which with 2-methyleneindolines or 3H-indolium halides in the presence of a base afforded new photochromic 6′-halo-substituted spiro[indoline-2,2′-2H- pyrano[3,2-h]quinolines]. Thermal and photo-induced isomerization of compounds obtained have been investigated by 1H NMR and UV spectroscopy.

Key words

formylquinolinols spiroindolinepyranoquinolines photochromism 

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Copyright information

© Springer Science+Business Media, Inc.  2008

Authors and Affiliations

  • N. A. Voloshin
    • 1
  • A. V. Chernyshev
    • 2
  • S. O. Bezuglyi
    • 1
  • A. V. Metelitsa
    • 2
  • E. N. Voloshina
    • 2
  • V. I. Minkin
    • 2
  1. 1.South Scientific CenterRussian Academy of SciencesRostov-on-DonRussian Federation
  2. 2.Scientific Research Institute of Physical and Organic ChemistrySouth Federal UniversityRostov-on-DonRussian Federation

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