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Chemistry of Heterocyclic Compounds

, Volume 45, Issue 3, pp 302–307 | Cite as

Recyclization of tosylamino derivatives of 2-aryl-5-benzylfuran to give indoles through two alternative pathways

  • A. S. Pilipenko
  • A. N. Gaidarzhi
  • A. V. Butin
Article

The recyclization of derivatives of 2-aryl-5-benzylfuran containing a tosylamine fragment to give indoles has been studied. If the tosylamino group is in the ortho position of the aryl substituent, the recyclization proceeds such that the furan ring may be seen as a formal equivalent of a 1,3-diketone. If, on the other hand, the tosylamino group is in the ortho positions of both the aryl and benzyl substituents, the recyclization proceeds through a pathway, in which the furan ring acts as the equivalent of a 1,4-dicarbonyl compound.

Keywords

1,3-diketone 1,4-diketone indole furan recyclization 

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Copyright information

© Springer Science+Business Media, Inc. 2009

Authors and Affiliations

  • A. S. Pilipenko
    • 1
  • A. N. Gaidarzhi
    • 1
  • A. V. Butin
    • 1
  1. 1.Research Institute of Heterocyclic Compounds ChemistryKuban State University of TechnologyKrasnodarRussia

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