Chemoselective cyclization of 3-arylamino-2-hydroxy-tetrahydroindol-4-one in water at room temperature

A convenient and green protocol is developed for the chemoselective synthesis of indole derivatives by the one-pot, multi-component reaction of 5,5-dimethyl-3-(arylamino)cyclohex-2-enone derivatives (derived from the addition of various anilines to dimedone) with phenylglyoxal monohydrate, and diver...

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Detalles Bibliográficos
Autores principales: Rahimi, Fatemeh, Bayat, Mohammad, Hosseini, Fahimeh Sadat, Kozakiewicz, Anna
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2019
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6458501/
https://www.ncbi.nlm.nih.gov/pubmed/31008394
http://dx.doi.org/10.1016/j.heliyon.2019.e01456
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author Rahimi, Fatemeh
Bayat, Mohammad
Hosseini, Fahimeh Sadat
Kozakiewicz, Anna
author_facet Rahimi, Fatemeh
Bayat, Mohammad
Hosseini, Fahimeh Sadat
Kozakiewicz, Anna
author_sort Rahimi, Fatemeh
collection PubMed
description A convenient and green protocol is developed for the chemoselective synthesis of indole derivatives by the one-pot, multi-component reaction of 5,5-dimethyl-3-(arylamino)cyclohex-2-enone derivatives (derived from the addition of various anilines to dimedone) with phenylglyoxal monohydrate, and diverse anilines, in water at room temperature. Advantages of this reaction include the availability of starting materials, use of water as a green solvent, catalyst-free approach, simple work-up, high yields, and preparation of potentially bioactive compounds.
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spelling pubmed-64585012019-04-19 Chemoselective cyclization of 3-arylamino-2-hydroxy-tetrahydroindol-4-one in water at room temperature Rahimi, Fatemeh Bayat, Mohammad Hosseini, Fahimeh Sadat Kozakiewicz, Anna Heliyon Article A convenient and green protocol is developed for the chemoselective synthesis of indole derivatives by the one-pot, multi-component reaction of 5,5-dimethyl-3-(arylamino)cyclohex-2-enone derivatives (derived from the addition of various anilines to dimedone) with phenylglyoxal monohydrate, and diverse anilines, in water at room temperature. Advantages of this reaction include the availability of starting materials, use of water as a green solvent, catalyst-free approach, simple work-up, high yields, and preparation of potentially bioactive compounds. Elsevier 2019-04-08 /pmc/articles/PMC6458501/ /pubmed/31008394 http://dx.doi.org/10.1016/j.heliyon.2019.e01456 Text en © 2019 Published by Elsevier Ltd. http://creativecommons.org/licenses/by-nc-nd/4.0/ This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Article
Rahimi, Fatemeh
Bayat, Mohammad
Hosseini, Fahimeh Sadat
Kozakiewicz, Anna
Chemoselective cyclization of 3-arylamino-2-hydroxy-tetrahydroindol-4-one in water at room temperature
title Chemoselective cyclization of 3-arylamino-2-hydroxy-tetrahydroindol-4-one in water at room temperature
title_full Chemoselective cyclization of 3-arylamino-2-hydroxy-tetrahydroindol-4-one in water at room temperature
title_fullStr Chemoselective cyclization of 3-arylamino-2-hydroxy-tetrahydroindol-4-one in water at room temperature
title_full_unstemmed Chemoselective cyclization of 3-arylamino-2-hydroxy-tetrahydroindol-4-one in water at room temperature
title_short Chemoselective cyclization of 3-arylamino-2-hydroxy-tetrahydroindol-4-one in water at room temperature
title_sort chemoselective cyclization of 3-arylamino-2-hydroxy-tetrahydroindol-4-one in water at room temperature
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6458501/
https://www.ncbi.nlm.nih.gov/pubmed/31008394
http://dx.doi.org/10.1016/j.heliyon.2019.e01456
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