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

V. D. Dyachenko; I. O. Matusov; I. V. Dyachenko; V. G. Nenajdenko

doi:10.1134/S1070428018120060

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

Authors: Dyachenko V.D.¹, Matusov I.O.¹, Dyachenko I.V.¹, Nenajdenko V.G.²
Affiliations:
1. Taras Shevchenko Lugansk National University
2. Faculty of Chemistry
Issue: Vol 54, No 12 (2018)
Pages: 1777-1784
Section: Article
URL: https://journal-vniispk.ru/1070-4280/article/view/219496
DOI: https://doi.org/10.1134/S1070428018120060
ID: 219496

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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.