Photoinduced oxidative activation of electron-rich arenes: alkenylation with H(2) evolution under external oxidant-free conditions

The dehydrogenative cross-coupling of arenes and alkenes is a particularly ideal approach for the synthesis of aryl alkenes. Herein, we report a photo-induced C–H/C–H cross-coupling between electron-rich arenes and styrene derivatives using a dual catalytic system containing an acridinium photosensi...

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Autores principales: Hu, Xia, Zhang, Guoting, Bu, Faxiang, Luo, Xu, Yi, Kebing, Zhang, Heng, Lei, Aiwen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2017
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5887105/
https://www.ncbi.nlm.nih.gov/pubmed/29675195
http://dx.doi.org/10.1039/c7sc04634k
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author Hu, Xia
Zhang, Guoting
Bu, Faxiang
Luo, Xu
Yi, Kebing
Zhang, Heng
Lei, Aiwen
author_facet Hu, Xia
Zhang, Guoting
Bu, Faxiang
Luo, Xu
Yi, Kebing
Zhang, Heng
Lei, Aiwen
author_sort Hu, Xia
collection PubMed
description The dehydrogenative cross-coupling of arenes and alkenes is a particularly ideal approach for the synthesis of aryl alkenes. Herein, we report a photo-induced C–H/C–H cross-coupling between electron-rich arenes and styrene derivatives using a dual catalytic system containing an acridinium photosensitizer and a cobaloxime proton-reducing catalyst. This catalytic system enables the Csp(2)–Csp(2) bond formation accompanying H(2) evolution. Various substituted aryl alkenes can be afforded with good to excellent yields and high β-regioselectivity.
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spelling pubmed-58871052018-04-19 Photoinduced oxidative activation of electron-rich arenes: alkenylation with H(2) evolution under external oxidant-free conditions Hu, Xia Zhang, Guoting Bu, Faxiang Luo, Xu Yi, Kebing Zhang, Heng Lei, Aiwen Chem Sci Chemistry The dehydrogenative cross-coupling of arenes and alkenes is a particularly ideal approach for the synthesis of aryl alkenes. Herein, we report a photo-induced C–H/C–H cross-coupling between electron-rich arenes and styrene derivatives using a dual catalytic system containing an acridinium photosensitizer and a cobaloxime proton-reducing catalyst. This catalytic system enables the Csp(2)–Csp(2) bond formation accompanying H(2) evolution. Various substituted aryl alkenes can be afforded with good to excellent yields and high β-regioselectivity. Royal Society of Chemistry 2017-12-08 /pmc/articles/PMC5887105/ /pubmed/29675195 http://dx.doi.org/10.1039/c7sc04634k Text en This journal is © The Royal Society of Chemistry 2018 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0)
spellingShingle Chemistry
Hu, Xia
Zhang, Guoting
Bu, Faxiang
Luo, Xu
Yi, Kebing
Zhang, Heng
Lei, Aiwen
Photoinduced oxidative activation of electron-rich arenes: alkenylation with H(2) evolution under external oxidant-free conditions
title Photoinduced oxidative activation of electron-rich arenes: alkenylation with H(2) evolution under external oxidant-free conditions
title_full Photoinduced oxidative activation of electron-rich arenes: alkenylation with H(2) evolution under external oxidant-free conditions
title_fullStr Photoinduced oxidative activation of electron-rich arenes: alkenylation with H(2) evolution under external oxidant-free conditions
title_full_unstemmed Photoinduced oxidative activation of electron-rich arenes: alkenylation with H(2) evolution under external oxidant-free conditions
title_short Photoinduced oxidative activation of electron-rich arenes: alkenylation with H(2) evolution under external oxidant-free conditions
title_sort photoinduced oxidative activation of electron-rich arenes: alkenylation with h(2) evolution under external oxidant-free conditions
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5887105/
https://www.ncbi.nlm.nih.gov/pubmed/29675195
http://dx.doi.org/10.1039/c7sc04634k
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