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Some transformations of 3,4:3'2 tetrahydrofurano-1,2,3,4-tetrahydroquinolines

Conclusions

Under the action of KMnO4 in acetone on derivatives of 3,4∶3′,2′-tetrahydrofurano-1,2,3,4-tetrahydroquinoline, the nitrogen ring is dehydrogenated with a simultaneous opening of the furan ring, resulting in the formation of quinolylethyl alcohols. Hydrogenated furanoquinolines, containing the vinyl group in the 2-position, are oxidized toα-quinolones in this case.

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Povarov, L.S., Grigos, V.I., Yakovlev, I.P. et al. Some transformations of 3,4:3'2 tetrahydrofurano-1,2,3,4-tetrahydroquinolines. Russ Chem Bull 15, 122–124 (1966). https://doi.org/10.1007/BF00845851

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Keywords

  • Nitrogen
  • Alcohol
  • Acetone
  • Vinyl
  • Furan