Solar radiation-assisted one-pot synthesis of 3-alkylated indoles under catalyst-free conditions

Solar radiation-assisted green approach was developed for the chemoselective synthesis of 3-alkylated indoles via Yonemitsu-type condensation under catalyst-free conditions. The desired products were formed by one-pot three-component reaction of indole, aromatic aldehydes, and β-dicarbonyl compounds...

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Main Authors: Mohammad Pirbaba, Rezvan Kardooni, Ali Reza Kiasat, Mohammad Sabaeian
Format: Article
Language:English
Published: Elsevier 2023-04-01
Series:Arabian Journal of Chemistry
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S1878535223000709
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author Mohammad Pirbaba
Rezvan Kardooni
Ali Reza Kiasat
Mohammad Sabaeian
author_facet Mohammad Pirbaba
Rezvan Kardooni
Ali Reza Kiasat
Mohammad Sabaeian
author_sort Mohammad Pirbaba
collection DOAJ
description Solar radiation-assisted green approach was developed for the chemoselective synthesis of 3-alkylated indoles via Yonemitsu-type condensation under catalyst-free conditions. The desired products were formed by one-pot three-component reaction of indole, aromatic aldehydes, and β-dicarbonyl compounds in polyethylene glycol-400 (PEG-400). The scope and generality of the presented approach were extended by various aromatic aldehydes and CH activated compounds. Using non-volatile solvent and renewable energy resources, absence of any catalyst, energy conservation, and the selective production of heterodimer product instead of homodimer adducts such as bisindole or xanthine, increase the economic and environmental effectiveness of the present protocol.
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spelling doaj.art-79df903d6f0045d78b91127a1d7cec402023-03-05T04:24:01ZengElsevierArabian Journal of Chemistry1878-53522023-04-01164104609Solar radiation-assisted one-pot synthesis of 3-alkylated indoles under catalyst-free conditionsMohammad Pirbaba0Rezvan Kardooni1Ali Reza Kiasat2Mohammad Sabaeian3Chemistry Department, College of Science, Shahid Chamran University of Ahvaz, Ahvaz, IranChemistry Department, College of Science, Shahid Chamran University of Ahvaz, Ahvaz, Iran; Corresponding author at: Chemistry Department, College of Science, Shahid Chamran University of Ahvaz, Ahvaz, Iran.Chemistry Department, College of Science, Shahid Chamran University of Ahvaz, Ahvaz, Iran; Geology and Geochemistry Research Centre (PGGRC), Shahid Chamran University of Ahvaz, Ahvaz, IranDepartment of Physics, Faculty of Science, Shahid Chamran University of Ahvaz, Ahvaz, Iran; Centre for Research on Laser and Plasma, Shahid Chamran University of Ahvaz, Ahvaz, IranSolar radiation-assisted green approach was developed for the chemoselective synthesis of 3-alkylated indoles via Yonemitsu-type condensation under catalyst-free conditions. The desired products were formed by one-pot three-component reaction of indole, aromatic aldehydes, and β-dicarbonyl compounds in polyethylene glycol-400 (PEG-400). The scope and generality of the presented approach were extended by various aromatic aldehydes and CH activated compounds. Using non-volatile solvent and renewable energy resources, absence of any catalyst, energy conservation, and the selective production of heterodimer product instead of homodimer adducts such as bisindole or xanthine, increase the economic and environmental effectiveness of the present protocol.http://www.sciencedirect.com/science/article/pii/S18785352230007093-Alkylated IndolesSolar RadiationCatalyst-Free SynthesisGreen SynthesisOne- Pot Synthesis
spellingShingle Mohammad Pirbaba
Rezvan Kardooni
Ali Reza Kiasat
Mohammad Sabaeian
Solar radiation-assisted one-pot synthesis of 3-alkylated indoles under catalyst-free conditions
Arabian Journal of Chemistry
3-Alkylated Indoles
Solar Radiation
Catalyst-Free Synthesis
Green Synthesis
One- Pot Synthesis
title Solar radiation-assisted one-pot synthesis of 3-alkylated indoles under catalyst-free conditions
title_full Solar radiation-assisted one-pot synthesis of 3-alkylated indoles under catalyst-free conditions
title_fullStr Solar radiation-assisted one-pot synthesis of 3-alkylated indoles under catalyst-free conditions
title_full_unstemmed Solar radiation-assisted one-pot synthesis of 3-alkylated indoles under catalyst-free conditions
title_short Solar radiation-assisted one-pot synthesis of 3-alkylated indoles under catalyst-free conditions
title_sort solar radiation assisted one pot synthesis of 3 alkylated indoles under catalyst free conditions
topic 3-Alkylated Indoles
Solar Radiation
Catalyst-Free Synthesis
Green Synthesis
One- Pot Synthesis
url http://www.sciencedirect.com/science/article/pii/S1878535223000709
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AT alirezakiasat solarradiationassistedonepotsynthesisof3alkylatedindolesundercatalystfreeconditions
AT mohammadsabaeian solarradiationassistedonepotsynthesisof3alkylatedindolesundercatalystfreeconditions