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Synergistic Photoredox/Nickel Coupling of Acyl Chlorides with Secondary Alkyltrifluoroborates: Dialkyl Ketone Synthesis
[Image: see text] Visible light photoredox/nickel dual catalysis has been employed in the cross-coupling of acyl chlorides with potassium alkyltrifluoroborates. This protocol, based on single-electron-mediated alkyl transfer, circumvents the restriction of using reactive alkylmetallic nucleophiles i...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical
Society
2017
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5295362/ https://www.ncbi.nlm.nih.gov/pubmed/28093913 http://dx.doi.org/10.1021/acs.joc.6b02897 |
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author | Amani, Javad Molander, Gary A. |
author_facet | Amani, Javad Molander, Gary A. |
author_sort | Amani, Javad |
collection | PubMed |
description | [Image: see text] Visible light photoredox/nickel dual catalysis has been employed in the cross-coupling of acyl chlorides with potassium alkyltrifluoroborates. This protocol, based on single-electron-mediated alkyl transfer, circumvents the restriction of using reactive alkylmetallic nucleophiles in transition-metal-catalyzed acylation and achieves a mild and efficient method for the synthesis of unsymmetrical alkyl ketones. In this approach, a variety of acyl chlorides have been successfully coupled with structurally diverse potassium alkyltrifluoroborates, generating the corresponding ketones with good yields. |
format | Online Article Text |
id | pubmed-5295362 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | American Chemical
Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-52953622018-01-17 Synergistic Photoredox/Nickel Coupling of Acyl Chlorides with Secondary Alkyltrifluoroborates: Dialkyl Ketone Synthesis Amani, Javad Molander, Gary A. J Org Chem [Image: see text] Visible light photoredox/nickel dual catalysis has been employed in the cross-coupling of acyl chlorides with potassium alkyltrifluoroborates. This protocol, based on single-electron-mediated alkyl transfer, circumvents the restriction of using reactive alkylmetallic nucleophiles in transition-metal-catalyzed acylation and achieves a mild and efficient method for the synthesis of unsymmetrical alkyl ketones. In this approach, a variety of acyl chlorides have been successfully coupled with structurally diverse potassium alkyltrifluoroborates, generating the corresponding ketones with good yields. American Chemical Society 2017-01-17 2017-02-03 /pmc/articles/PMC5295362/ /pubmed/28093913 http://dx.doi.org/10.1021/acs.joc.6b02897 Text en Copyright © 2017 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
spellingShingle | Amani, Javad Molander, Gary A. Synergistic Photoredox/Nickel Coupling of Acyl Chlorides with Secondary Alkyltrifluoroborates: Dialkyl Ketone Synthesis |
title | Synergistic Photoredox/Nickel
Coupling of Acyl Chlorides
with Secondary Alkyltrifluoroborates: Dialkyl Ketone Synthesis |
title_full | Synergistic Photoredox/Nickel
Coupling of Acyl Chlorides
with Secondary Alkyltrifluoroborates: Dialkyl Ketone Synthesis |
title_fullStr | Synergistic Photoredox/Nickel
Coupling of Acyl Chlorides
with Secondary Alkyltrifluoroborates: Dialkyl Ketone Synthesis |
title_full_unstemmed | Synergistic Photoredox/Nickel
Coupling of Acyl Chlorides
with Secondary Alkyltrifluoroborates: Dialkyl Ketone Synthesis |
title_short | Synergistic Photoredox/Nickel
Coupling of Acyl Chlorides
with Secondary Alkyltrifluoroborates: Dialkyl Ketone Synthesis |
title_sort | synergistic photoredox/nickel
coupling of acyl chlorides
with secondary alkyltrifluoroborates: dialkyl ketone synthesis |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5295362/ https://www.ncbi.nlm.nih.gov/pubmed/28093913 http://dx.doi.org/10.1021/acs.joc.6b02897 |
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