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Cross-dehydrogenative coupling of coumarins with Csp(3)–H bonds using an iron–organic framework as a productive heterogeneous catalyst
The iron–organic framework VNU-20 was utilized as an active heterogeneous catalyst for the cross-dehydrogenative coupling of coumarins with Csp(3)–H bonds in alkylbenzenes, cyclohexanes, ethers, and formamides. The combination of DTBP as the oxidant and DABCO as the additive led to high yields of co...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9078982/ https://www.ncbi.nlm.nih.gov/pubmed/35541557 http://dx.doi.org/10.1039/c8ra00872h |
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author | Doan, Son H. Nguyen, Vu H. H. Nguyen, Thuong H. Pham, Phuc H. Nguyen, Ngoc N. Phan, Anh N. Q. Tu, Thach N. Phan, Nam T. S. |
author_facet | Doan, Son H. Nguyen, Vu H. H. Nguyen, Thuong H. Pham, Phuc H. Nguyen, Ngoc N. Phan, Anh N. Q. Tu, Thach N. Phan, Nam T. S. |
author_sort | Doan, Son H. |
collection | PubMed |
description | The iron–organic framework VNU-20 was utilized as an active heterogeneous catalyst for the cross-dehydrogenative coupling of coumarins with Csp(3)–H bonds in alkylbenzenes, cyclohexanes, ethers, and formamides. The combination of DTBP as the oxidant and DABCO as the additive led to high yields of coumarin derivatives. The VNU-20 was more active towards this reaction than numerous other homogeneous and heterogeneous catalysts. Heterogeneous catalysis was confirmed for the cross-dehydrogenative coupling transformation utilizing the VNU-20 catalyst, and the contribution of active iron species in the liquid phase was insignificant. The iron-based framework was reutilized many times for the functionalization of coumarins without a remarkable decline in catalytic efficiency. To the best of our knowledge, these reactions of coumarins have not previously been conducted using heterogeneous catalysts. |
format | Online Article Text |
id | pubmed-9078982 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90789822022-05-09 Cross-dehydrogenative coupling of coumarins with Csp(3)–H bonds using an iron–organic framework as a productive heterogeneous catalyst Doan, Son H. Nguyen, Vu H. H. Nguyen, Thuong H. Pham, Phuc H. Nguyen, Ngoc N. Phan, Anh N. Q. Tu, Thach N. Phan, Nam T. S. RSC Adv Chemistry The iron–organic framework VNU-20 was utilized as an active heterogeneous catalyst for the cross-dehydrogenative coupling of coumarins with Csp(3)–H bonds in alkylbenzenes, cyclohexanes, ethers, and formamides. The combination of DTBP as the oxidant and DABCO as the additive led to high yields of coumarin derivatives. The VNU-20 was more active towards this reaction than numerous other homogeneous and heterogeneous catalysts. Heterogeneous catalysis was confirmed for the cross-dehydrogenative coupling transformation utilizing the VNU-20 catalyst, and the contribution of active iron species in the liquid phase was insignificant. The iron-based framework was reutilized many times for the functionalization of coumarins without a remarkable decline in catalytic efficiency. To the best of our knowledge, these reactions of coumarins have not previously been conducted using heterogeneous catalysts. The Royal Society of Chemistry 2018-03-19 /pmc/articles/PMC9078982/ /pubmed/35541557 http://dx.doi.org/10.1039/c8ra00872h Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/ |
spellingShingle | Chemistry Doan, Son H. Nguyen, Vu H. H. Nguyen, Thuong H. Pham, Phuc H. Nguyen, Ngoc N. Phan, Anh N. Q. Tu, Thach N. Phan, Nam T. S. Cross-dehydrogenative coupling of coumarins with Csp(3)–H bonds using an iron–organic framework as a productive heterogeneous catalyst |
title | Cross-dehydrogenative coupling of coumarins with Csp(3)–H bonds using an iron–organic framework as a productive heterogeneous catalyst |
title_full | Cross-dehydrogenative coupling of coumarins with Csp(3)–H bonds using an iron–organic framework as a productive heterogeneous catalyst |
title_fullStr | Cross-dehydrogenative coupling of coumarins with Csp(3)–H bonds using an iron–organic framework as a productive heterogeneous catalyst |
title_full_unstemmed | Cross-dehydrogenative coupling of coumarins with Csp(3)–H bonds using an iron–organic framework as a productive heterogeneous catalyst |
title_short | Cross-dehydrogenative coupling of coumarins with Csp(3)–H bonds using an iron–organic framework as a productive heterogeneous catalyst |
title_sort | cross-dehydrogenative coupling of coumarins with csp(3)–h bonds using an iron–organic framework as a productive heterogeneous catalyst |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9078982/ https://www.ncbi.nlm.nih.gov/pubmed/35541557 http://dx.doi.org/10.1039/c8ra00872h |
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