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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...

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Detalles Bibliográficos
Autores principales: Knieb, Alexander, Krishnamurti, Vinayak, Ispizua‐Rodriguez, Xanath, Surya Prakash, G. K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
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.
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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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