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Cobalt-catalyzed aminocarbonylation of (hetero)aryl halides promoted by visible light
The catalytic aminocarbonylation of (hetero)aryl halides is widely applied in the synthesis of amides but relies heavily on the use of precious metal catalysis. Herein, we report an aminocarbonylation of (hetero)aryl halides using a simple cobalt catalyst under visible light irradiation. The reactio...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8159399/ https://www.ncbi.nlm.nih.gov/pubmed/34123006 http://dx.doi.org/10.1039/d0sc02178d |
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author | Veatch, Alexander M. Alexanian, Erik J. |
author_facet | Veatch, Alexander M. Alexanian, Erik J. |
author_sort | Veatch, Alexander M. |
collection | PubMed |
description | The catalytic aminocarbonylation of (hetero)aryl halides is widely applied in the synthesis of amides but relies heavily on the use of precious metal catalysis. Herein, we report an aminocarbonylation of (hetero)aryl halides using a simple cobalt catalyst under visible light irradiation. The reaction extends to the use of (hetero)aryl chlorides and is successful with a broad range of amine nucleophiles. Mechanistic investigations are consistent with a reaction proceeding via intermolecular charge transfer involving a donor–acceptor complex of the substrate and cobaltate catalyst. |
format | Online Article Text |
id | pubmed-8159399 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-81593992021-06-11 Cobalt-catalyzed aminocarbonylation of (hetero)aryl halides promoted by visible light Veatch, Alexander M. Alexanian, Erik J. Chem Sci Chemistry The catalytic aminocarbonylation of (hetero)aryl halides is widely applied in the synthesis of amides but relies heavily on the use of precious metal catalysis. Herein, we report an aminocarbonylation of (hetero)aryl halides using a simple cobalt catalyst under visible light irradiation. The reaction extends to the use of (hetero)aryl chlorides and is successful with a broad range of amine nucleophiles. Mechanistic investigations are consistent with a reaction proceeding via intermolecular charge transfer involving a donor–acceptor complex of the substrate and cobaltate catalyst. The Royal Society of Chemistry 2020-06-22 /pmc/articles/PMC8159399/ /pubmed/34123006 http://dx.doi.org/10.1039/d0sc02178d Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Veatch, Alexander M. Alexanian, Erik J. Cobalt-catalyzed aminocarbonylation of (hetero)aryl halides promoted by visible light |
title | Cobalt-catalyzed aminocarbonylation of (hetero)aryl halides promoted by visible light |
title_full | Cobalt-catalyzed aminocarbonylation of (hetero)aryl halides promoted by visible light |
title_fullStr | Cobalt-catalyzed aminocarbonylation of (hetero)aryl halides promoted by visible light |
title_full_unstemmed | Cobalt-catalyzed aminocarbonylation of (hetero)aryl halides promoted by visible light |
title_short | Cobalt-catalyzed aminocarbonylation of (hetero)aryl halides promoted by visible light |
title_sort | cobalt-catalyzed aminocarbonylation of (hetero)aryl halides promoted by visible light |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8159399/ https://www.ncbi.nlm.nih.gov/pubmed/34123006 http://dx.doi.org/10.1039/d0sc02178d |
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