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Knoevenagel Reactions of Indole-3-carbaldehyde. Synthesis of 3-Substituted Indole Derivatives

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Abstract

The Knoevenagel condensations of 1H-indole-3-carbaldehyde with various CH acids gave a number of substituted 3-(1H-indol-3-yl)acrylonitriles and acrylamides which were alkylated to afford the corresponding N-alkyl derivatives. The latter were used as Michael acceptors in the synthesis of 4H-pyran, pyridine, 5,6,7,8-tetrahydroquinoline, and [1,3]thiazolo[3,2-a]pyridine derivatives containing an indole fragment.

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Authors and Affiliations

  1. Taras Shevchenko Lugansk National University, ul Oboronnaya 2, Lugansk, 92703, Ukraine

    V. D. Dyachenko, I. O. Matusov & I. V. Dyachenko

  2. Faculty of Chemistry, Moscow State University, Leninskie gory 1, Moscow, 119991, Russia

    V. G. Nenajdenko

Authors
  1. V. D. Dyachenko
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  2. I. O. Matusov
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  3. I. V. Dyachenko
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  4. V. G. Nenajdenko
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Corresponding author

Correspondence to V. G. Nenajdenko.

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Original Russian Text © V.D. Dyachenko, I.O. Matusov, I.V. Dyachenko, V.G. Nenajdenko, 2018, published in Zhurnal Organicheskoi Khimii, 2018, Vol. 54, No. 12, pp. 1763–1770.

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Dyachenko, V.D., Matusov, I.O., Dyachenko, I.V. et al. Knoevenagel Reactions of Indole-3-carbaldehyde. Synthesis of 3-Substituted Indole Derivatives. Russ J Org Chem 54, 1777–1784 (2018). https://doi.org/10.1134/S1070428018120060

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  • DOI: https://doi.org/10.1134/S1070428018120060

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