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Nickel and Copper Catalyzed ipso‐Phosphonodifluoromethylation of Arylboronic Acids with BrCF(2)P(O)(OEt)(2) for the Synthesis of Phosphonodifluoromethylarenes
A convenient method for the direct ipso‐phosphonodifluoromethylation of arylboronic acids via nickel‐copper co‐catalysis is disclosed. This work, which utilizes inexpensive first row transition metals, represents a facile alternative to the traditional palladium catalyzed approach. The method utiliz...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9401585/ https://www.ncbi.nlm.nih.gov/pubmed/35605186 http://dx.doi.org/10.1002/chem.202200457 |
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author | Knieb, Alexander Krishnamurti, Vinayak Ispizua‐Rodriguez, Xanath Surya Prakash, G. K. |
author_facet | Knieb, Alexander Krishnamurti, Vinayak Ispizua‐Rodriguez, Xanath Surya Prakash, G. K. |
author_sort | Knieb, Alexander |
collection | PubMed |
description | A convenient method for the direct ipso‐phosphonodifluoromethylation of arylboronic acids via nickel‐copper co‐catalysis is disclosed. This work, which utilizes inexpensive first row transition metals, represents a facile alternative to the traditional palladium catalyzed approach. The method utilizes inexpensive commodity chemicals and substrates while tolerating a variety of biologically relevant functional groups. Structurally diverse phosphonodifluoromethylarenes are furnished in good yields under short reaction times. Control experiments to probe possible reaction pathways are also included. |
format | Online Article Text |
id | pubmed-9401585 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-94015852022-08-26 Nickel and Copper Catalyzed ipso‐Phosphonodifluoromethylation of Arylboronic Acids with BrCF(2)P(O)(OEt)(2) for the Synthesis of Phosphonodifluoromethylarenes Knieb, Alexander Krishnamurti, Vinayak Ispizua‐Rodriguez, Xanath Surya Prakash, G. K. Chemistry Research Articles A convenient method for the direct ipso‐phosphonodifluoromethylation of arylboronic acids via nickel‐copper co‐catalysis is disclosed. This work, which utilizes inexpensive first row transition metals, represents a facile alternative to the traditional palladium catalyzed approach. The method utilizes inexpensive commodity chemicals and substrates while tolerating a variety of biologically relevant functional groups. Structurally diverse phosphonodifluoromethylarenes are furnished in good yields under short reaction times. Control experiments to probe possible reaction pathways are also included. John Wiley and Sons Inc. 2022-06-08 2022-07-20 /pmc/articles/PMC9401585/ /pubmed/35605186 http://dx.doi.org/10.1002/chem.202200457 Text en © 2022 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ (https://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made. |
spellingShingle | Research Articles Knieb, Alexander Krishnamurti, Vinayak Ispizua‐Rodriguez, Xanath Surya Prakash, G. K. Nickel and Copper Catalyzed ipso‐Phosphonodifluoromethylation of Arylboronic Acids with BrCF(2)P(O)(OEt)(2) for the Synthesis of Phosphonodifluoromethylarenes |
title | Nickel and Copper Catalyzed ipso‐Phosphonodifluoromethylation of Arylboronic Acids with BrCF(2)P(O)(OEt)(2) for the Synthesis of Phosphonodifluoromethylarenes |
title_full | Nickel and Copper Catalyzed ipso‐Phosphonodifluoromethylation of Arylboronic Acids with BrCF(2)P(O)(OEt)(2) for the Synthesis of Phosphonodifluoromethylarenes |
title_fullStr | Nickel and Copper Catalyzed ipso‐Phosphonodifluoromethylation of Arylboronic Acids with BrCF(2)P(O)(OEt)(2) for the Synthesis of Phosphonodifluoromethylarenes |
title_full_unstemmed | Nickel and Copper Catalyzed ipso‐Phosphonodifluoromethylation of Arylboronic Acids with BrCF(2)P(O)(OEt)(2) for the Synthesis of Phosphonodifluoromethylarenes |
title_short | Nickel and Copper Catalyzed ipso‐Phosphonodifluoromethylation of Arylboronic Acids with BrCF(2)P(O)(OEt)(2) for the Synthesis of Phosphonodifluoromethylarenes |
title_sort | nickel and copper catalyzed ipso‐phosphonodifluoromethylation of arylboronic acids with brcf(2)p(o)(oet)(2) for the synthesis of phosphonodifluoromethylarenes |
topic | Research Articles |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9401585/ https://www.ncbi.nlm.nih.gov/pubmed/35605186 http://dx.doi.org/10.1002/chem.202200457 |
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