THE POTENTIAL USE OF 6-AMINO-5-METHOXY(METHYL)-2,3-DIMETHYL- AND 6-AMINO-5-METHOXY(METHYL)-1,2,3-TRIMETHYLINDOLES IN THE SYNTHESIS OF PYRROLO[2,3-<i>f</i>]QUINOLINES

Authors

  • С. А. Ямашкин Mordovian N. P. Ogarev State University, Saransk 430000
  • Е. А. Орешкина Mordovian M. E. Evsev'ev State Teaching Institute, Saransk 430007
  • И. С. Романова Mordovian N. P. Ogarev State University, Saransk 430000
  • М. А. Юровская M. V. Lomonosov State University, Moscow 119992

DOI:

https://doi.org/10.1007/8087

Keywords:

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

Abstract

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.

How to Cite
Yamashkin, S. A.; Oreshkina, E. A.; Romanova, I. S.; Yurovskaya, M. A.  Chem. Heterocycl. Compd. 2006, 42, 86. [Khim. Geterotsikl. Soedin. 2006, 97.]

For this article in the English edition, see DOI 10.1007/s10593-006-0051-0

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Published

2023-09-22

Issue

No. 1 (2006)

Section

Original Papers