Chemistry of Heterocyclic Compounds

, Volume 42, Issue 1, pp 86–91 | Cite as

The potential use of 6-amino-5-methoxy(methyl)-2,3-dimethyl-and 6-amino-5-methoxy(methyl)-1,2,3-trimethyl-indoles in the synthesis of pyrrolo[2,3-f]quinolines

  • S. A. Yamashkin
  • E. A. Oreshkina
  • I. S. Romanova
  • M. A. Yurovskaya


The reaction of 6-amino-2,3-dimethyl-and 6-amino-1,2,3-trimethyl-5-methoxy(methyl)indoles with 4,4,4-trifluoroacetoacetic ester and of 6-amino-5-methoxy-1,2,3-trimethylindole also with other β-dicarbonyl compounds has been studied. It was found that all of the amines investigated undergo condensation readily to form the corresponding enamines while the possible subsequent cyclization to give pyrrolo[2,3-f]quinolines was found only for the condensation product of 6-amino-2,3,5-trimethylindole with 4,4,4-trifluoroacetoacetic ester.


6-amino-5-methoxy-2,3-dimethylindole 6-amino-5-methoxy-1,2,3-trimethylindole 6-amino-1,2,3,5-tetramethylindole 6-amino-2,3,5-trimethylindole acetylacetone acetoacetic ester pyrrolo[2,3-f]quinoline ethyl 4,4,4-trifluoroacetoacetate 


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Copyright information

© Springer Science+Business Media, Inc. 2006

Authors and Affiliations

  • S. A. Yamashkin
    • 1
  • E. A. Oreshkina
    • 2
  • I. S. Romanova
    • 1
  • M. A. Yurovskaya
    • 3
  1. 1.Mordovian N. P. Ogarev State University, SaranskMordoviaRussia
  2. 2.Mordovian M. E. Evsev’ev State Teaching Institute, SaranskMordoviaRussia
  3. 3.M. V. Lomonosov State UniversityMoscowRussia

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