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Synthesis of pyrroloquinolines from alkyl-substituted 6-aminoindoles, acetoacetic ester, and ethoxymethylenemalonic ester

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Under the conditions of the Vilsmeier reaction and also when boiled in biphenyl aminocrotonates, obtained from 2,3,5-trimethyl- and 1,2,3,5-tetramethyl-6-aminoindoles, are easily converted into the corresponding pyrroloquinolines. Similarly, pyrroloquinolines with structures known to be angular are formed during the thermal cyclization of the products from the reaction of these amines with ethoxymethylenemalonic ester.

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References

  1. S. A. Yamashkin, N. Ya. Kucherenko, and M. A. Yurovskaya, Khim. Geterotsikl. Soedin., No. 11, 1499 (1995).

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M. E. Evsev'ev Mordvinian State University, Saransk. M. V. Lomonosov Moscow State University, Moscow. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 69–74, January, 1997.

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Yamashkin, S.A., Kucherenko, N.Y. & Yurovskaya, M.A. Synthesis of pyrroloquinolines from alkyl-substituted 6-aminoindoles, acetoacetic ester, and ethoxymethylenemalonic ester. Chem Heterocycl Compd 33, 59–63 (1997). https://doi.org/10.1007/BF02290747

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  • DOI: https://doi.org/10.1007/BF02290747

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