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Single Electron Activation of Aryl Carboxylic Acids

Aryl carboxylic acids are stable and readily available in great structural diversity both from natural and well-established synthetic procedures, which make them promising starting materials in organic synthesis. The conversion of benzoic acids into high-value molecules is of great importance and ha...

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Detalles Bibliográficos
Autores principales: Hu, Xiao-Qiang, Liu, Zi-Kui, Hou, Ye-Xing, Gao, Yang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7327862/
https://www.ncbi.nlm.nih.gov/pubmed/32593954
http://dx.doi.org/10.1016/j.isci.2020.101266
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author Hu, Xiao-Qiang
Liu, Zi-Kui
Hou, Ye-Xing
Gao, Yang
author_facet Hu, Xiao-Qiang
Liu, Zi-Kui
Hou, Ye-Xing
Gao, Yang
author_sort Hu, Xiao-Qiang
collection PubMed
description Aryl carboxylic acids are stable and readily available in great structural diversity both from natural and well-established synthetic procedures, which make them promising starting materials in organic synthesis. The conversion of benzoic acids into high-value molecules is of great importance and have gained much interest of synthetic chemists. The recent development of single-electron (1e(−)) activation strategy has been esteemed as a complementary method for the transformation of benzoic acids. In this context, carboxylate groups can be selectively transferred into reactive aryl carboxylic radical, aryl radical, and acyl radical by electrocatalysis, photocatalysis, or in the presence of some SET oxidants. Based on these radical species, remarkable advancements have been achieved for the rapid formation of various chemical bonds over the past 10 years. In this review, we summarize recent advances in single electron activation of aryl carboxylic acids, with an emphasis on reaction scope, catalytic system, limitation, and underlying reaction mechanism.
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spelling pubmed-73278622020-07-06 Single Electron Activation of Aryl Carboxylic Acids Hu, Xiao-Qiang Liu, Zi-Kui Hou, Ye-Xing Gao, Yang iScience Review Aryl carboxylic acids are stable and readily available in great structural diversity both from natural and well-established synthetic procedures, which make them promising starting materials in organic synthesis. The conversion of benzoic acids into high-value molecules is of great importance and have gained much interest of synthetic chemists. The recent development of single-electron (1e(−)) activation strategy has been esteemed as a complementary method for the transformation of benzoic acids. In this context, carboxylate groups can be selectively transferred into reactive aryl carboxylic radical, aryl radical, and acyl radical by electrocatalysis, photocatalysis, or in the presence of some SET oxidants. Based on these radical species, remarkable advancements have been achieved for the rapid formation of various chemical bonds over the past 10 years. In this review, we summarize recent advances in single electron activation of aryl carboxylic acids, with an emphasis on reaction scope, catalytic system, limitation, and underlying reaction mechanism. Elsevier 2020-06-12 /pmc/articles/PMC7327862/ /pubmed/32593954 http://dx.doi.org/10.1016/j.isci.2020.101266 Text en © 2020 The Author(s) http://creativecommons.org/licenses/by/4.0/ This is an open access article under the CC BY license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Review
Hu, Xiao-Qiang
Liu, Zi-Kui
Hou, Ye-Xing
Gao, Yang
Single Electron Activation of Aryl Carboxylic Acids
title Single Electron Activation of Aryl Carboxylic Acids
title_full Single Electron Activation of Aryl Carboxylic Acids
title_fullStr Single Electron Activation of Aryl Carboxylic Acids
title_full_unstemmed Single Electron Activation of Aryl Carboxylic Acids
title_short Single Electron Activation of Aryl Carboxylic Acids
title_sort single electron activation of aryl carboxylic acids
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7327862/
https://www.ncbi.nlm.nih.gov/pubmed/32593954
http://dx.doi.org/10.1016/j.isci.2020.101266
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