Nickel-catalyzed enantioselective α-heteroarylation of ketones via C–F bond activation to construct all-carbon quaternary stereocenters

Nickel-catalyzed asymmetric α-heteroarylation of ketones with fluorinated heteroarenes is reported via C–F bond activation. A series of ketones and 2-fluoropyridine derivatives with different functional groups proceed well to provide the corresponding products containing all-carbon quaternary stereo...

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Autores principales: Gu, Xiaodong, Liu, Kexin, Yang, Limin, Xie, Chengyi, Li, Mingliang, Wang, Jun (Joelle)
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9629005/
https://www.ncbi.nlm.nih.gov/pubmed/36382277
http://dx.doi.org/10.1039/d2sc03409c
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author Gu, Xiaodong
Liu, Kexin
Yang, Limin
Xie, Chengyi
Li, Mingliang
Wang, Jun (Joelle)
author_facet Gu, Xiaodong
Liu, Kexin
Yang, Limin
Xie, Chengyi
Li, Mingliang
Wang, Jun (Joelle)
author_sort Gu, Xiaodong
collection PubMed
description Nickel-catalyzed asymmetric α-heteroarylation of ketones with fluorinated heteroarenes is reported via C–F bond activation. A series of ketones and 2-fluoropyridine derivatives with different functional groups proceed well to provide the corresponding products containing all-carbon quaternary stereocenters in good yields (up to 99% yield) and high ee values (up to 99% ee). In addition, drug molecule donepezil could also be compatible under the reaction conditions to afford late-stage diversification of pharmaceuticals.
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spelling pubmed-96290052022-11-14 Nickel-catalyzed enantioselective α-heteroarylation of ketones via C–F bond activation to construct all-carbon quaternary stereocenters Gu, Xiaodong Liu, Kexin Yang, Limin Xie, Chengyi Li, Mingliang Wang, Jun (Joelle) Chem Sci Chemistry Nickel-catalyzed asymmetric α-heteroarylation of ketones with fluorinated heteroarenes is reported via C–F bond activation. A series of ketones and 2-fluoropyridine derivatives with different functional groups proceed well to provide the corresponding products containing all-carbon quaternary stereocenters in good yields (up to 99% yield) and high ee values (up to 99% ee). In addition, drug molecule donepezil could also be compatible under the reaction conditions to afford late-stage diversification of pharmaceuticals. The Royal Society of Chemistry 2022-10-12 /pmc/articles/PMC9629005/ /pubmed/36382277 http://dx.doi.org/10.1039/d2sc03409c Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Gu, Xiaodong
Liu, Kexin
Yang, Limin
Xie, Chengyi
Li, Mingliang
Wang, Jun (Joelle)
Nickel-catalyzed enantioselective α-heteroarylation of ketones via C–F bond activation to construct all-carbon quaternary stereocenters
title Nickel-catalyzed enantioselective α-heteroarylation of ketones via C–F bond activation to construct all-carbon quaternary stereocenters
title_full Nickel-catalyzed enantioselective α-heteroarylation of ketones via C–F bond activation to construct all-carbon quaternary stereocenters
title_fullStr Nickel-catalyzed enantioselective α-heteroarylation of ketones via C–F bond activation to construct all-carbon quaternary stereocenters
title_full_unstemmed Nickel-catalyzed enantioselective α-heteroarylation of ketones via C–F bond activation to construct all-carbon quaternary stereocenters
title_short Nickel-catalyzed enantioselective α-heteroarylation of ketones via C–F bond activation to construct all-carbon quaternary stereocenters
title_sort nickel-catalyzed enantioselective α-heteroarylation of ketones via c–f bond activation to construct all-carbon quaternary stereocenters
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9629005/
https://www.ncbi.nlm.nih.gov/pubmed/36382277
http://dx.doi.org/10.1039/d2sc03409c
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