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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...

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Detalles Bibliográficos
Autores principales: Nie, Liang, Peng, Xiangjun, He, Haiping, Hu, Jian, Yao, Zhiyang, Zhou, Linyi, Yang, Ming, Li, Fan, Huang, Qing, Liu, Liangxian
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
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.
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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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