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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

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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.

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Authors and Affiliations

  1. Mordovian N. P. Ogarev State University, Saransk, 430000, Mordovia, Russia

    S. A. Yamashkin & I. S. Romanova

  2. Mordovian M. E. Evsev’ev State Teaching Institute, Saransk, 430007, Mordovia, Russia

    E. A. Oreshkina

  3. M. V. Lomonosov State University, Moscow, 119992, Russia

    M. A. Yurovskaya

Authors
  1. S. A. Yamashkin
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  2. E. A. Oreshkina
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  3. I. S. Romanova
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  4. M. A. Yurovskaya
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp 97–103, January, 2006.

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Yamashkin, S.A., Oreshkina, E.A., Romanova, I.S. et al. 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. Chem Heterocycl Compd 42, 86–91 (2006). https://doi.org/10.1007/s10593-006-0051-0

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  • DOI: https://doi.org/10.1007/s10593-006-0051-0

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