Synthesis of New (E)-2-(1H-Indole-3-ylcarbonyl)-3-heteroaryl-acrylonitriles via Microwave-Assisted Knoevenagel Condensation

Given the broad spectrum of biological uses of heteroaryl-acrylonitrile derivatives, it is necessary to find simple methods to synthesize and diversify this family of compounds. We report a stereoselective synthesis of a series of new (E)-2-(1H-indole-3-ylcarbonyl)-3-heteroaryl-acrylonitriles (3a–3i...

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Main Authors: Adriana V. Treuer, Pedro De-La-Torre, Margarita I. Gutiérrez
Format: Article
Language:English
Published: Wiley 2017-01-01
Series:Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2017/8418930
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author Adriana V. Treuer
Pedro De-La-Torre
Margarita I. Gutiérrez
author_facet Adriana V. Treuer
Pedro De-La-Torre
Margarita I. Gutiérrez
author_sort Adriana V. Treuer
collection DOAJ
description Given the broad spectrum of biological uses of heteroaryl-acrylonitrile derivatives, it is necessary to find simple methods to synthesize and diversify this family of compounds. We report a stereoselective synthesis of a series of new (E)-2-(1H-indole-3-ylcarbonyl)-3-heteroaryl-acrylonitriles (3a–3i) obtained from 3-(cyanoacetyl)indole and heteroaryl-aldehydes under microwave-assisted Knoevenagel reaction at 300 W of potency and 100°C. The desired derivatives (3a–3i) were obtained with variable yields (30–94%) and time reactions (8–90 min). All the heteroaryl-acrylonitriles were characterized by physicoanalytical techniques such IR, 1H, 13C NMR, and electrospray mass spectrometry.
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institution Kabale University
issn 2090-9063
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language English
publishDate 2017-01-01
publisher Wiley
record_format Article
series Journal of Chemistry
spelling doaj-art-b058f8963c4d4634801b36dc9d6d34282025-02-03T01:06:52ZengWileyJournal of Chemistry2090-90632090-90712017-01-01201710.1155/2017/84189308418930Synthesis of New (E)-2-(1H-Indole-3-ylcarbonyl)-3-heteroaryl-acrylonitriles via Microwave-Assisted Knoevenagel CondensationAdriana V. Treuer0Pedro De-La-Torre1Margarita I. Gutiérrez2Organic Synthesis Laboratory and Biological Activity (LSO-Act-Bio), Institute of Chemistry of Natural Resources, Universidad de Talca, Talca, ChileOrganic Synthesis Laboratory and Biological Activity (LSO-Act-Bio), Institute of Chemistry of Natural Resources, Universidad de Talca, Talca, ChileOrganic Synthesis Laboratory and Biological Activity (LSO-Act-Bio), Institute of Chemistry of Natural Resources, Universidad de Talca, Talca, ChileGiven the broad spectrum of biological uses of heteroaryl-acrylonitrile derivatives, it is necessary to find simple methods to synthesize and diversify this family of compounds. We report a stereoselective synthesis of a series of new (E)-2-(1H-indole-3-ylcarbonyl)-3-heteroaryl-acrylonitriles (3a–3i) obtained from 3-(cyanoacetyl)indole and heteroaryl-aldehydes under microwave-assisted Knoevenagel reaction at 300 W of potency and 100°C. The desired derivatives (3a–3i) were obtained with variable yields (30–94%) and time reactions (8–90 min). All the heteroaryl-acrylonitriles were characterized by physicoanalytical techniques such IR, 1H, 13C NMR, and electrospray mass spectrometry.http://dx.doi.org/10.1155/2017/8418930
spellingShingle Adriana V. Treuer
Pedro De-La-Torre
Margarita I. Gutiérrez
Synthesis of New (E)-2-(1H-Indole-3-ylcarbonyl)-3-heteroaryl-acrylonitriles via Microwave-Assisted Knoevenagel Condensation
Journal of Chemistry
title Synthesis of New (E)-2-(1H-Indole-3-ylcarbonyl)-3-heteroaryl-acrylonitriles via Microwave-Assisted Knoevenagel Condensation
title_full Synthesis of New (E)-2-(1H-Indole-3-ylcarbonyl)-3-heteroaryl-acrylonitriles via Microwave-Assisted Knoevenagel Condensation
title_fullStr Synthesis of New (E)-2-(1H-Indole-3-ylcarbonyl)-3-heteroaryl-acrylonitriles via Microwave-Assisted Knoevenagel Condensation
title_full_unstemmed Synthesis of New (E)-2-(1H-Indole-3-ylcarbonyl)-3-heteroaryl-acrylonitriles via Microwave-Assisted Knoevenagel Condensation
title_short Synthesis of New (E)-2-(1H-Indole-3-ylcarbonyl)-3-heteroaryl-acrylonitriles via Microwave-Assisted Knoevenagel Condensation
title_sort synthesis of new e 2 1h indole 3 ylcarbonyl 3 heteroaryl acrylonitriles via microwave assisted knoevenagel condensation
url http://dx.doi.org/10.1155/2017/8418930
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AT margaritaigutierrez synthesisofnewe21hindole3ylcarbonyl3heteroarylacrylonitrilesviamicrowaveassistedknoevenagelcondensation