SYNTHESIS AND STUDY OF THE REACTIONS OF 2,5- AND 1,2,5-SUBSTITUTED 6-AMINOINDOLES

Authors

  • С. А. Ямашкин M. E. Evsev'ev Mordovian State Pedagogical Institute
  • Н. Н. Артаева M. E. Evsev'ev Mordovian State Pedagogical Institute
  • Е. А. Алямкина M. E. Evsev'ev Mordovian State Pedagogical Institute

DOI:

https://doi.org/10.1007/2944

Keywords:

acetylacetone, dibenzoylmethane, 2, 5-dimethyl- and 5-methyl-2-phenylindoles, 5-dimethyl-, 1, 5-trimethyl-, 5-methyl-2-phenyl, 5-dimethyl-2-phenyl-6-nitro- and 6-aminoindoles

Abstract

It has been shown that nitration with a KNO3 + H2SO4 mixture of 2,5-dimethyl- and 5-methyl-2‑phenylindoles proceeds strictly selectively with the formation of 6-nitro derivatives, by reduction of which the corresponding aminoindoles were synthesized. It was established that the condensation of the aminoindoles obtained with β-diketones leads initially to enamino ketones, which in the presence of various acidic reagents are not subject to cyclization, i.e. may not be used for the synthesis of the corresponding pyrroloquinolines.

How to Cite
Yamashkin, S. A.; Artaeva, N. N.; Alyamkina, E. A. Chem. Heterocycl. Compd. 2010, 46, 419. [Khim. Geterotsikl. Soedin. 2010, 529.]

For this article in the English edition see DOI 10.1007/s10593-010-0526-x

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Published

2016-01-13

Issue

No. 4 (2010)

Section

Original Papers