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Ruthenium‐Catalyzed C−H Arylation of Benzoic Acids and Indole Carboxylic Acids with Aryl Halides
Herein we report the first Ru‐catalyzed C−H arylation of benzoic acids with readily available aryl (pseudo)halides. The reaction, which does not require the use of silver salt additives, allows the arylation of previously challenging hindered benzoic acids and the use of generally unreactive ortho‐s...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5412846/ https://www.ncbi.nlm.nih.gov/pubmed/27798824 http://dx.doi.org/10.1002/chem.201605068 |
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author | Simonetti, Marco Cannas, Diego M. Panigrahi, Adyasha Kujawa, Szymon Kryjewski, Michal Xie, Pan Larrosa, Igor |
author_facet | Simonetti, Marco Cannas, Diego M. Panigrahi, Adyasha Kujawa, Szymon Kryjewski, Michal Xie, Pan Larrosa, Igor |
author_sort | Simonetti, Marco |
collection | PubMed |
description | Herein we report the first Ru‐catalyzed C−H arylation of benzoic acids with readily available aryl (pseudo)halides. The reaction, which does not require the use of silver salt additives, allows the arylation of previously challenging hindered benzoic acids and the use of generally unreactive ortho‐substituted halorarenes. Furthermore, our new protocol can efficiently be applied to indole carboxylic acids, thus allowing access to C7‐, C6‐, C5‐ and C4‐arylated indole compounds, a departure from the classical enhanced reactivity of the C2 and C3 positions of indole. |
format | Online Article Text |
id | pubmed-5412846 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-54128462017-05-15 Ruthenium‐Catalyzed C−H Arylation of Benzoic Acids and Indole Carboxylic Acids with Aryl Halides Simonetti, Marco Cannas, Diego M. Panigrahi, Adyasha Kujawa, Szymon Kryjewski, Michal Xie, Pan Larrosa, Igor Chemistry Communications Herein we report the first Ru‐catalyzed C−H arylation of benzoic acids with readily available aryl (pseudo)halides. The reaction, which does not require the use of silver salt additives, allows the arylation of previously challenging hindered benzoic acids and the use of generally unreactive ortho‐substituted halorarenes. Furthermore, our new protocol can efficiently be applied to indole carboxylic acids, thus allowing access to C7‐, C6‐, C5‐ and C4‐arylated indole compounds, a departure from the classical enhanced reactivity of the C2 and C3 positions of indole. John Wiley and Sons Inc. 2016-12-05 2017-01-12 /pmc/articles/PMC5412846/ /pubmed/27798824 http://dx.doi.org/10.1002/chem.201605068 Text en © 2017 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution (http://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Communications Simonetti, Marco Cannas, Diego M. Panigrahi, Adyasha Kujawa, Szymon Kryjewski, Michal Xie, Pan Larrosa, Igor Ruthenium‐Catalyzed C−H Arylation of Benzoic Acids and Indole Carboxylic Acids with Aryl Halides |
title | Ruthenium‐Catalyzed C−H Arylation of Benzoic Acids and Indole Carboxylic Acids with Aryl Halides |
title_full | Ruthenium‐Catalyzed C−H Arylation of Benzoic Acids and Indole Carboxylic Acids with Aryl Halides |
title_fullStr | Ruthenium‐Catalyzed C−H Arylation of Benzoic Acids and Indole Carboxylic Acids with Aryl Halides |
title_full_unstemmed | Ruthenium‐Catalyzed C−H Arylation of Benzoic Acids and Indole Carboxylic Acids with Aryl Halides |
title_short | Ruthenium‐Catalyzed C−H Arylation of Benzoic Acids and Indole Carboxylic Acids with Aryl Halides |
title_sort | ruthenium‐catalyzed c−h arylation of benzoic acids and indole carboxylic acids with aryl halides |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5412846/ https://www.ncbi.nlm.nih.gov/pubmed/27798824 http://dx.doi.org/10.1002/chem.201605068 |
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