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Anodic electrosynthesis of MIL-53(Al)-N(CH(2)PO(3)H(2))(2) as a mesoporous catalyst for synthesis of novel (N-methyl-pyrrol)-pyrazolo[3,4-b]pyridines via a cooperative vinylogous anomeric based oxidation
In this paper, the MIL-53(Al)-NH(2) metal–organic frameworks (MOFs) was prepared based on the anodic electrosynthesis under green conditions. The anodic electrosynthesis as an environmentally friendly procedure was performed in the aqueous solution, room temperature, atmospheric pressure, and in the...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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Nature Publishing Group UK
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8481481/ https://www.ncbi.nlm.nih.gov/pubmed/34588471 http://dx.doi.org/10.1038/s41598-021-97801-7 |
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author | Kalhor, Sima Zarei, Mahmoud Zolfigol, Mohammad Ali Sepehrmansourie, Hassan Nematollahi, Davood Alizadeh, Saber Shi, Hu Arjomandi, Jalal |
author_facet | Kalhor, Sima Zarei, Mahmoud Zolfigol, Mohammad Ali Sepehrmansourie, Hassan Nematollahi, Davood Alizadeh, Saber Shi, Hu Arjomandi, Jalal |
author_sort | Kalhor, Sima |
collection | PubMed |
description | In this paper, the MIL-53(Al)-NH(2) metal–organic frameworks (MOFs) was prepared based on the anodic electrosynthesis under green conditions. The anodic electrosynthesis as an environmentally friendly procedure was performed in the aqueous solution, room temperature, atmospheric pressure, and in the short reaction time (30 min). Also, the employed procedure was accomplished without the need for the ex-situ salt and base/probase additives as cation source and ligand activating agent at the constant current mode (10.0 mA cm(−2)). The electrosynthesized MOFs was functionalized with phosphorus acid tags as a novel mesoporous catalyst. This mesoporous catalyst was successfully employed for synthesis of new series (N-methyl-pyrrol)-pyrazolo[3,4-b]pyridines by one-pot condensation reaction of 3-methyl-1-phenyl-1H-pyrazol-5-amine, 3-(1-methyl-1H-pyrrol-2-yl)-3-oxopropanenitrile and various aromatic aldehydes (mono, bis and tripodal). This catalyst proceeded the organic synthetic reaction via a cooperative vinylogous anomeric based oxidation mechanism with a marginal decreasing its catalytic activity after recycling and reusability. |
format | Online Article Text |
id | pubmed-8481481 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | Nature Publishing Group UK |
record_format | MEDLINE/PubMed |
spelling | pubmed-84814812021-10-01 Anodic electrosynthesis of MIL-53(Al)-N(CH(2)PO(3)H(2))(2) as a mesoporous catalyst for synthesis of novel (N-methyl-pyrrol)-pyrazolo[3,4-b]pyridines via a cooperative vinylogous anomeric based oxidation Kalhor, Sima Zarei, Mahmoud Zolfigol, Mohammad Ali Sepehrmansourie, Hassan Nematollahi, Davood Alizadeh, Saber Shi, Hu Arjomandi, Jalal Sci Rep Article In this paper, the MIL-53(Al)-NH(2) metal–organic frameworks (MOFs) was prepared based on the anodic electrosynthesis under green conditions. The anodic electrosynthesis as an environmentally friendly procedure was performed in the aqueous solution, room temperature, atmospheric pressure, and in the short reaction time (30 min). Also, the employed procedure was accomplished without the need for the ex-situ salt and base/probase additives as cation source and ligand activating agent at the constant current mode (10.0 mA cm(−2)). The electrosynthesized MOFs was functionalized with phosphorus acid tags as a novel mesoporous catalyst. This mesoporous catalyst was successfully employed for synthesis of new series (N-methyl-pyrrol)-pyrazolo[3,4-b]pyridines by one-pot condensation reaction of 3-methyl-1-phenyl-1H-pyrazol-5-amine, 3-(1-methyl-1H-pyrrol-2-yl)-3-oxopropanenitrile and various aromatic aldehydes (mono, bis and tripodal). This catalyst proceeded the organic synthetic reaction via a cooperative vinylogous anomeric based oxidation mechanism with a marginal decreasing its catalytic activity after recycling and reusability. Nature Publishing Group UK 2021-09-29 /pmc/articles/PMC8481481/ /pubmed/34588471 http://dx.doi.org/10.1038/s41598-021-97801-7 Text en © The Author(s) 2021 https://creativecommons.org/licenses/by/4.0/Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) . |
spellingShingle | Article Kalhor, Sima Zarei, Mahmoud Zolfigol, Mohammad Ali Sepehrmansourie, Hassan Nematollahi, Davood Alizadeh, Saber Shi, Hu Arjomandi, Jalal Anodic electrosynthesis of MIL-53(Al)-N(CH(2)PO(3)H(2))(2) as a mesoporous catalyst for synthesis of novel (N-methyl-pyrrol)-pyrazolo[3,4-b]pyridines via a cooperative vinylogous anomeric based oxidation |
title | Anodic electrosynthesis of MIL-53(Al)-N(CH(2)PO(3)H(2))(2) as a mesoporous catalyst for synthesis of novel (N-methyl-pyrrol)-pyrazolo[3,4-b]pyridines via a cooperative vinylogous anomeric based oxidation |
title_full | Anodic electrosynthesis of MIL-53(Al)-N(CH(2)PO(3)H(2))(2) as a mesoporous catalyst for synthesis of novel (N-methyl-pyrrol)-pyrazolo[3,4-b]pyridines via a cooperative vinylogous anomeric based oxidation |
title_fullStr | Anodic electrosynthesis of MIL-53(Al)-N(CH(2)PO(3)H(2))(2) as a mesoporous catalyst for synthesis of novel (N-methyl-pyrrol)-pyrazolo[3,4-b]pyridines via a cooperative vinylogous anomeric based oxidation |
title_full_unstemmed | Anodic electrosynthesis of MIL-53(Al)-N(CH(2)PO(3)H(2))(2) as a mesoporous catalyst for synthesis of novel (N-methyl-pyrrol)-pyrazolo[3,4-b]pyridines via a cooperative vinylogous anomeric based oxidation |
title_short | Anodic electrosynthesis of MIL-53(Al)-N(CH(2)PO(3)H(2))(2) as a mesoporous catalyst for synthesis of novel (N-methyl-pyrrol)-pyrazolo[3,4-b]pyridines via a cooperative vinylogous anomeric based oxidation |
title_sort | anodic electrosynthesis of mil-53(al)-n(ch(2)po(3)h(2))(2) as a mesoporous catalyst for synthesis of novel (n-methyl-pyrrol)-pyrazolo[3,4-b]pyridines via a cooperative vinylogous anomeric based oxidation |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8481481/ https://www.ncbi.nlm.nih.gov/pubmed/34588471 http://dx.doi.org/10.1038/s41598-021-97801-7 |
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