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Magnetic nanoparticles modified with a copper(i) complex as a novel and efficient reusable catalyst for A(3) coupling leading to C–N bond formation

Propargylamines are an important and valuable family of nitrogen-containing compounds with many applications in the fields of medical, industrial, and chemical processes. One-pot multicomponent A(3) coupling reactions of aldehydes, amines, and alkynes in the presence of transition metals as catalyst...

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Detalles Bibliográficos
Autores principales: Li, Wei, Yan, Jinlong, Xu, Wenjing, Zhang, Li Yan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10545981/
https://www.ncbi.nlm.nih.gov/pubmed/37795047
http://dx.doi.org/10.1039/d3ra04871c
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author Li, Wei
Yan, Jinlong
Xu, Wenjing
Zhang, Li Yan
author_facet Li, Wei
Yan, Jinlong
Xu, Wenjing
Zhang, Li Yan
author_sort Li, Wei
collection PubMed
description Propargylamines are an important and valuable family of nitrogen-containing compounds with many applications in the fields of medical, industrial, and chemical processes. One-pot multicomponent A(3) coupling reactions of aldehydes, amines, and alkynes in the presence of transition metals as catalysts is an efficient strategy for preparing propargylamines. In this study, we fabricated a novel magnetically reusable copper nanocatalyst [Fe(3)O(4)–BIm–Pyrim–CuI] through the immobilization of the copper(i) complex on the surface of the magnetic nanoparticles modified with benzimidazole–pyrimidine ligand and evaluated its catalytic activity in the preparation of propargylamines through one-pot multicomponent A(3) coupling reactions of aldehydes, amines, and alkynes. Under this catalytic system, aryl substrates with both electron-donating and electron-withdrawing substituents also gave the desired products in excellent yields under standardized conditions. The Fe(3)O(4)–BIm–Pyrim–CuI catalyst was easily separated using an external magnet, and the recovered catalyst was reused in 8 cycles without significant loss of activity.
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spelling pubmed-105459812023-10-04 Magnetic nanoparticles modified with a copper(i) complex as a novel and efficient reusable catalyst for A(3) coupling leading to C–N bond formation Li, Wei Yan, Jinlong Xu, Wenjing Zhang, Li Yan RSC Adv Chemistry Propargylamines are an important and valuable family of nitrogen-containing compounds with many applications in the fields of medical, industrial, and chemical processes. One-pot multicomponent A(3) coupling reactions of aldehydes, amines, and alkynes in the presence of transition metals as catalysts is an efficient strategy for preparing propargylamines. In this study, we fabricated a novel magnetically reusable copper nanocatalyst [Fe(3)O(4)–BIm–Pyrim–CuI] through the immobilization of the copper(i) complex on the surface of the magnetic nanoparticles modified with benzimidazole–pyrimidine ligand and evaluated its catalytic activity in the preparation of propargylamines through one-pot multicomponent A(3) coupling reactions of aldehydes, amines, and alkynes. Under this catalytic system, aryl substrates with both electron-donating and electron-withdrawing substituents also gave the desired products in excellent yields under standardized conditions. The Fe(3)O(4)–BIm–Pyrim–CuI catalyst was easily separated using an external magnet, and the recovered catalyst was reused in 8 cycles without significant loss of activity. The Royal Society of Chemistry 2023-10-03 /pmc/articles/PMC10545981/ /pubmed/37795047 http://dx.doi.org/10.1039/d3ra04871c Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Li, Wei
Yan, Jinlong
Xu, Wenjing
Zhang, Li Yan
Magnetic nanoparticles modified with a copper(i) complex as a novel and efficient reusable catalyst for A(3) coupling leading to C–N bond formation
title Magnetic nanoparticles modified with a copper(i) complex as a novel and efficient reusable catalyst for A(3) coupling leading to C–N bond formation
title_full Magnetic nanoparticles modified with a copper(i) complex as a novel and efficient reusable catalyst for A(3) coupling leading to C–N bond formation
title_fullStr Magnetic nanoparticles modified with a copper(i) complex as a novel and efficient reusable catalyst for A(3) coupling leading to C–N bond formation
title_full_unstemmed Magnetic nanoparticles modified with a copper(i) complex as a novel and efficient reusable catalyst for A(3) coupling leading to C–N bond formation
title_short Magnetic nanoparticles modified with a copper(i) complex as a novel and efficient reusable catalyst for A(3) coupling leading to C–N bond formation
title_sort magnetic nanoparticles modified with a copper(i) complex as a novel and efficient reusable catalyst for a(3) coupling leading to c–n bond formation
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10545981/
https://www.ncbi.nlm.nih.gov/pubmed/37795047
http://dx.doi.org/10.1039/d3ra04871c
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AT xuwenjing magneticnanoparticlesmodifiedwithacoppericomplexasanovelandefficientreusablecatalystfora3couplingleadingtocnbondformation
AT zhangliyan magneticnanoparticlesmodifiedwithacoppericomplexasanovelandefficientreusablecatalystfora3couplingleadingtocnbondformation