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Superparamagnetic nanoparticle-catalyzed coupling of 2-amino pyridines/pyrimidines with trans-chalcones

An aerobic coupling of 2-aminopyrimidines or 2-aminopyridines with trans-chalcones to afford aroylimidazo[1,2-a]pyrimidines and aroylimidazo[1,2-a]pyridines is reported. Reactions proceed in the presence of CuFe(2)O(4) superparamagnetic nanoparticle catalyst, two equivalents of iodine, oxygen oxidan...

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Autores principales: Nguyen, Oanh T. K., Ha, Pha T., Dang, Ha V., Vo, Yen H., Nguyen, Tung T., Le, Nhan T. H., Phan, Nam T. S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9060791/
https://www.ncbi.nlm.nih.gov/pubmed/35515937
http://dx.doi.org/10.1039/c9ra00097f
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author Nguyen, Oanh T. K.
Ha, Pha T.
Dang, Ha V.
Vo, Yen H.
Nguyen, Tung T.
Le, Nhan T. H.
Phan, Nam T. S.
author_facet Nguyen, Oanh T. K.
Ha, Pha T.
Dang, Ha V.
Vo, Yen H.
Nguyen, Tung T.
Le, Nhan T. H.
Phan, Nam T. S.
author_sort Nguyen, Oanh T. K.
collection PubMed
description An aerobic coupling of 2-aminopyrimidines or 2-aminopyridines with trans-chalcones to afford aroylimidazo[1,2-a]pyrimidines and aroylimidazo[1,2-a]pyridines is reported. Reactions proceed in the presence of CuFe(2)O(4) superparamagnetic nanoparticle catalyst, two equivalents of iodine, oxygen oxidant, and 1,4-dioxane solvent. The catalyst is superior to many common copper or iron complexes. Copper ferrite could be easily separated by magnetic decantation and reused up to 5 times without a major loss of activity. The method described here marks a rare example of using a simple, heterogeneous catalyst for synthesis of fused heterocycles. To our best knowledge, aroylimidazo[1,2-a]pyrimidines and aroylimidazo[1,2-a]pyridines were not previously synthesized using this protocol.
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spelling pubmed-90607912022-05-04 Superparamagnetic nanoparticle-catalyzed coupling of 2-amino pyridines/pyrimidines with trans-chalcones Nguyen, Oanh T. K. Ha, Pha T. Dang, Ha V. Vo, Yen H. Nguyen, Tung T. Le, Nhan T. H. Phan, Nam T. S. RSC Adv Chemistry An aerobic coupling of 2-aminopyrimidines or 2-aminopyridines with trans-chalcones to afford aroylimidazo[1,2-a]pyrimidines and aroylimidazo[1,2-a]pyridines is reported. Reactions proceed in the presence of CuFe(2)O(4) superparamagnetic nanoparticle catalyst, two equivalents of iodine, oxygen oxidant, and 1,4-dioxane solvent. The catalyst is superior to many common copper or iron complexes. Copper ferrite could be easily separated by magnetic decantation and reused up to 5 times without a major loss of activity. The method described here marks a rare example of using a simple, heterogeneous catalyst for synthesis of fused heterocycles. To our best knowledge, aroylimidazo[1,2-a]pyrimidines and aroylimidazo[1,2-a]pyridines were not previously synthesized using this protocol. The Royal Society of Chemistry 2019-02-13 /pmc/articles/PMC9060791/ /pubmed/35515937 http://dx.doi.org/10.1039/c9ra00097f Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Nguyen, Oanh T. K.
Ha, Pha T.
Dang, Ha V.
Vo, Yen H.
Nguyen, Tung T.
Le, Nhan T. H.
Phan, Nam T. S.
Superparamagnetic nanoparticle-catalyzed coupling of 2-amino pyridines/pyrimidines with trans-chalcones
title Superparamagnetic nanoparticle-catalyzed coupling of 2-amino pyridines/pyrimidines with trans-chalcones
title_full Superparamagnetic nanoparticle-catalyzed coupling of 2-amino pyridines/pyrimidines with trans-chalcones
title_fullStr Superparamagnetic nanoparticle-catalyzed coupling of 2-amino pyridines/pyrimidines with trans-chalcones
title_full_unstemmed Superparamagnetic nanoparticle-catalyzed coupling of 2-amino pyridines/pyrimidines with trans-chalcones
title_short Superparamagnetic nanoparticle-catalyzed coupling of 2-amino pyridines/pyrimidines with trans-chalcones
title_sort superparamagnetic nanoparticle-catalyzed coupling of 2-amino pyridines/pyrimidines with trans-chalcones
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9060791/
https://www.ncbi.nlm.nih.gov/pubmed/35515937
http://dx.doi.org/10.1039/c9ra00097f
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