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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2023
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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. |
format | Online Article Text |
id | pubmed-10545981 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
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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