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Synthesis of pyrroloquinolines from 2,3-dimethyl-5-methoxy-6-aminoindole

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Abstract

Formation of enaminoketones, enaminocrotonate, and aminomethylenemalonate from 2,3-dimethyl-5-methoxy-6-aminoindole occurs significantly less easily than for the 7-methoxy analog. A similar dependence is observed in the reaction of enamines to the corresponding pyrroloquinolines independently of the cyclization conditions.

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References

  1. 1.

    S. A. Yamashkin, N. Ya. Kucherenko, and M. A. Yurovskaya, Khim. Geterotsikl. Soedin., No. 1, 75 (1997).

  2. 2.

    S. A. Yamashkin, L. G. Yudin, and A. N. Kost, Khim. Geterotsikl. Soedin., No. 4, 493 (1983).

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Additional information

M. E. Evsev'eva Moldavian State Teaching Institute, Saransk 430007. M. V. Lomonosov State University, Moscow 119899. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 941–945, July, 1997.

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Yamashkin, S.A., Kucherenko, N.Y. & Yurovskaya, M.A. Synthesis of pyrroloquinolines from 2,3-dimethyl-5-methoxy-6-aminoindole. Chem Heterocycl Compd 33, 823–827 (1997). https://doi.org/10.1007/BF02253033

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Keywords

  • Organic Chemistry
  • Cyclization Condition
  • Similar Dependence
  • Enamine
  • Pyrroloquinolines