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Photoinitiated Multicomponent Anti-Markovnikov Alkoxylation over Graphene Oxide
The development of graphene oxide–based heterogeneous materials with an economical and environmentally–friendly manner has the potential to facilitate many important organic transformations but proves to have few relevant reported reactions. Herein, we explore the synergistic role of catalytic syste...
Autores principales: | , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8777657/ https://www.ncbi.nlm.nih.gov/pubmed/35056789 http://dx.doi.org/10.3390/molecules27020475 |
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author | Nie, Liang Peng, Xiangjun He, Haiping Hu, Jian Yao, Zhiyang Zhou, Linyi Yang, Ming Li, Fan Huang, Qing Liu, Liangxian |
author_facet | Nie, Liang Peng, Xiangjun He, Haiping Hu, Jian Yao, Zhiyang Zhou, Linyi Yang, Ming Li, Fan Huang, Qing Liu, Liangxian |
author_sort | Nie, Liang |
collection | PubMed |
description | The development of graphene oxide–based heterogeneous materials with an economical and environmentally–friendly manner has the potential to facilitate many important organic transformations but proves to have few relevant reported reactions. Herein, we explore the synergistic role of catalytic systems driven by graphene oxide and visible light that form nucleophilic alkoxyl radical intermediates, which enable an anti-Markovnikov addition exclusively to the terminal alkenes, and then the produced benzyl radicals are subsequently added with N–methylquinoxalones. This photoinduced cascade radical difunctionalization of olefins offers a concise and applicable protocol for constructing alkoxyl–substituted N–methylquinoxalones. |
format | Online Article Text |
id | pubmed-8777657 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-87776572022-01-22 Photoinitiated Multicomponent Anti-Markovnikov Alkoxylation over Graphene Oxide Nie, Liang Peng, Xiangjun He, Haiping Hu, Jian Yao, Zhiyang Zhou, Linyi Yang, Ming Li, Fan Huang, Qing Liu, Liangxian Molecules Article The development of graphene oxide–based heterogeneous materials with an economical and environmentally–friendly manner has the potential to facilitate many important organic transformations but proves to have few relevant reported reactions. Herein, we explore the synergistic role of catalytic systems driven by graphene oxide and visible light that form nucleophilic alkoxyl radical intermediates, which enable an anti-Markovnikov addition exclusively to the terminal alkenes, and then the produced benzyl radicals are subsequently added with N–methylquinoxalones. This photoinduced cascade radical difunctionalization of olefins offers a concise and applicable protocol for constructing alkoxyl–substituted N–methylquinoxalones. MDPI 2022-01-12 /pmc/articles/PMC8777657/ /pubmed/35056789 http://dx.doi.org/10.3390/molecules27020475 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Nie, Liang Peng, Xiangjun He, Haiping Hu, Jian Yao, Zhiyang Zhou, Linyi Yang, Ming Li, Fan Huang, Qing Liu, Liangxian Photoinitiated Multicomponent Anti-Markovnikov Alkoxylation over Graphene Oxide |
title | Photoinitiated Multicomponent Anti-Markovnikov Alkoxylation over Graphene Oxide |
title_full | Photoinitiated Multicomponent Anti-Markovnikov Alkoxylation over Graphene Oxide |
title_fullStr | Photoinitiated Multicomponent Anti-Markovnikov Alkoxylation over Graphene Oxide |
title_full_unstemmed | Photoinitiated Multicomponent Anti-Markovnikov Alkoxylation over Graphene Oxide |
title_short | Photoinitiated Multicomponent Anti-Markovnikov Alkoxylation over Graphene Oxide |
title_sort | photoinitiated multicomponent anti-markovnikov alkoxylation over graphene oxide |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8777657/ https://www.ncbi.nlm.nih.gov/pubmed/35056789 http://dx.doi.org/10.3390/molecules27020475 |
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