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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...

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Autores principales: 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.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
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.
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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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