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Advances in the greener synthesis of chromopyrimidine derivatives by a multicomponent tandem oxidation process

A hydrophilic cobalt/copper heterogeneous bimetallic catalyst named mTEG-CS-Co/Cu-Schiff-base/IL was successfully synthesized from chitosan polysaccharide. The new catalyst was investigated and confirmed using various techniques including FT-IR, FE-SEM, EDX-EDS, XRD, TEM, TGA, AFM, NMR and ICP. The...

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Autores principales: Ghamari Kargar, Pouya, Bagherzade, Ghodsieh
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10625593/
https://www.ncbi.nlm.nih.gov/pubmed/37925547
http://dx.doi.org/10.1038/s41598-023-46004-3
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author Ghamari Kargar, Pouya
Bagherzade, Ghodsieh
author_facet Ghamari Kargar, Pouya
Bagherzade, Ghodsieh
author_sort Ghamari Kargar, Pouya
collection PubMed
description A hydrophilic cobalt/copper heterogeneous bimetallic catalyst named mTEG-CS-Co/Cu-Schiff-base/IL was successfully synthesized from chitosan polysaccharide. The new catalyst was investigated and confirmed using various techniques including FT-IR, FE-SEM, EDX-EDS, XRD, TEM, TGA, AFM, NMR and ICP. The catalyst exhibited powerful catalyst activity for the tandem one pot oxidative chromopyrimidine reaction from benzyl alcohols under mild conditions, utilizing air as a clean source in a green protocol. The catalyst was compatible with a wide range of benzyl alcohols, and aldehydes formed in situ, and bis-aldehydes synthesized were condensed with urea/4‑hydroxycumarin to provide favorable products in good yields for all derivatives (14 new derivatives). The presence of tri-ethylene glycol and imidazolium moieties with hydrophilic properties on the mTEG-CS-Co/Cu-Schiff-base/IL nanohybrid provides dispersion of the nanohybrid particles in water, leading to higher catalytic performance. Furthermore, the reaction exhibited several other notable features, including low catalyst loading, the ability to be recycled for up to 6 stages, high atom economy, a simple work procedure, short reaction time, utilization of an environmentally friendly nanohybrid, and the replacement of volatile and organic solvents with water solvent.
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spelling pubmed-106255932023-11-06 Advances in the greener synthesis of chromopyrimidine derivatives by a multicomponent tandem oxidation process Ghamari Kargar, Pouya Bagherzade, Ghodsieh Sci Rep Article A hydrophilic cobalt/copper heterogeneous bimetallic catalyst named mTEG-CS-Co/Cu-Schiff-base/IL was successfully synthesized from chitosan polysaccharide. The new catalyst was investigated and confirmed using various techniques including FT-IR, FE-SEM, EDX-EDS, XRD, TEM, TGA, AFM, NMR and ICP. The catalyst exhibited powerful catalyst activity for the tandem one pot oxidative chromopyrimidine reaction from benzyl alcohols under mild conditions, utilizing air as a clean source in a green protocol. The catalyst was compatible with a wide range of benzyl alcohols, and aldehydes formed in situ, and bis-aldehydes synthesized were condensed with urea/4‑hydroxycumarin to provide favorable products in good yields for all derivatives (14 new derivatives). The presence of tri-ethylene glycol and imidazolium moieties with hydrophilic properties on the mTEG-CS-Co/Cu-Schiff-base/IL nanohybrid provides dispersion of the nanohybrid particles in water, leading to higher catalytic performance. Furthermore, the reaction exhibited several other notable features, including low catalyst loading, the ability to be recycled for up to 6 stages, high atom economy, a simple work procedure, short reaction time, utilization of an environmentally friendly nanohybrid, and the replacement of volatile and organic solvents with water solvent. Nature Publishing Group UK 2023-11-04 /pmc/articles/PMC10625593/ /pubmed/37925547 http://dx.doi.org/10.1038/s41598-023-46004-3 Text en © The Author(s) 2023 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
Ghamari Kargar, Pouya
Bagherzade, Ghodsieh
Advances in the greener synthesis of chromopyrimidine derivatives by a multicomponent tandem oxidation process
title Advances in the greener synthesis of chromopyrimidine derivatives by a multicomponent tandem oxidation process
title_full Advances in the greener synthesis of chromopyrimidine derivatives by a multicomponent tandem oxidation process
title_fullStr Advances in the greener synthesis of chromopyrimidine derivatives by a multicomponent tandem oxidation process
title_full_unstemmed Advances in the greener synthesis of chromopyrimidine derivatives by a multicomponent tandem oxidation process
title_short Advances in the greener synthesis of chromopyrimidine derivatives by a multicomponent tandem oxidation process
title_sort advances in the greener synthesis of chromopyrimidine derivatives by a multicomponent tandem oxidation process
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10625593/
https://www.ncbi.nlm.nih.gov/pubmed/37925547
http://dx.doi.org/10.1038/s41598-023-46004-3
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