Russian Chemical Bulletin

, Volume 46, Issue 12, pp 2113–2116 | Cite as

Synthesis of 5-hydroxy-N-(2-vinyloxyalkyl)indoles from dicarbonyl compounds and vinyloxyalkylamines

  • B. F. Kukharev
  • V. K. Stankevich
  • G. R. Klimenko
  • N. A. Lobanova
Organic Chemistry
  • 30 Downloads

Abstract

N-(Vinyloxyalkyl)enaminoketones were obtained by the condensation of vinyloxyalkylamines with acetylacetone or ethyl acetoacetate. Their subsequent reactions with 1,4-benzoquinone produce the corresponding 5-hydroxy-2-methyl-N-(2-vinyloxyalkyl)indoles in 17–43% yields. The structures of the compounds obtained were confirmed by IR and1H NMR spectroscopy.

Key words

3-acetyl-5-hydroxy-2-methyl-N-(2-vinyloxyalkyl)indoles ethyl 5-hydroxy-2-methyl-N-(2-vinyloxyalkyl)indole-3-carboxylates vinyloxyalkylamines enaminoketones 

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References

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    G. I. Zhungietu, V. A. Budylin, and A. N. Kost,Preparativnaya khimiya indola [Preparative Chemistry of Indole], Shtiintsa, Kishinev, 1975, 264 pp. (in Russian).Google Scholar
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Copyright information

© Plenum Publishing Corporation 1998

Authors and Affiliations

  • B. F. Kukharev
    • 1
  • V. K. Stankevich
    • 1
  • G. R. Klimenko
    • 1
  • N. A. Lobanova
    • 1
  1. 1.Irkutsk Institute of Organic ChemistrySiberian Branch of the Russian Academy of SciencesIrkutskRussian Federation

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