Copper‐Catalyzed Oxidative Cross‐Coupling of Electron‐Deficient Polyfluorophenylboronate Esters with Terminal Alkynes

We report herein a mild procedure for the copper‐catalyzed oxidative cross‐coupling of electron‐deficient polyfluorophenylboronate esters with terminal alkynes. This method displays good functional group tolerance and broad substrate scope, generating cross‐coupled alkynyl(fluoro)arene products in m...

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Detalles Bibliográficos
Autores principales: Liu, Zhiqiang, Budiman, Yudha P., Tian, Ya‐Ming, Friedrich, Alexandra, Huang, Mingming, Westcott, Stephen A., Radius, Udo, Marder, Todd B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Full Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7821263/
https://www.ncbi.nlm.nih.gov/pubmed/32697365
http://dx.doi.org/10.1002/chem.202002888
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author Liu, Zhiqiang
Budiman, Yudha P.
Tian, Ya‐Ming
Friedrich, Alexandra
Huang, Mingming
Westcott, Stephen A.
Radius, Udo
Marder, Todd B.
author_facet Liu, Zhiqiang
Budiman, Yudha P.
Tian, Ya‐Ming
Friedrich, Alexandra
Huang, Mingming
Westcott, Stephen A.
Radius, Udo
Marder, Todd B.
author_sort Liu, Zhiqiang
collection PubMed
description We report herein a mild procedure for the copper‐catalyzed oxidative cross‐coupling of electron‐deficient polyfluorophenylboronate esters with terminal alkynes. This method displays good functional group tolerance and broad substrate scope, generating cross‐coupled alkynyl(fluoro)arene products in moderate to excellent yields. Thus, it represents a simple alternative to the conventional Sonogashira reaction.
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spelling pubmed-78212632021-01-29 Copper‐Catalyzed Oxidative Cross‐Coupling of Electron‐Deficient Polyfluorophenylboronate Esters with Terminal Alkynes Liu, Zhiqiang Budiman, Yudha P. Tian, Ya‐Ming Friedrich, Alexandra Huang, Mingming Westcott, Stephen A. Radius, Udo Marder, Todd B. Chemistry Full Papers We report herein a mild procedure for the copper‐catalyzed oxidative cross‐coupling of electron‐deficient polyfluorophenylboronate esters with terminal alkynes. This method displays good functional group tolerance and broad substrate scope, generating cross‐coupled alkynyl(fluoro)arene products in moderate to excellent yields. Thus, it represents a simple alternative to the conventional Sonogashira reaction. John Wiley and Sons Inc. 2020-11-09 2020-12-18 /pmc/articles/PMC7821263/ /pubmed/32697365 http://dx.doi.org/10.1002/chem.202002888 Text en © 2020 The Authors. Published by Wiley-VCH GmbH This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Full Papers
Liu, Zhiqiang
Budiman, Yudha P.
Tian, Ya‐Ming
Friedrich, Alexandra
Huang, Mingming
Westcott, Stephen A.
Radius, Udo
Marder, Todd B.
Copper‐Catalyzed Oxidative Cross‐Coupling of Electron‐Deficient Polyfluorophenylboronate Esters with Terminal Alkynes
title Copper‐Catalyzed Oxidative Cross‐Coupling of Electron‐Deficient Polyfluorophenylboronate Esters with Terminal Alkynes
title_full Copper‐Catalyzed Oxidative Cross‐Coupling of Electron‐Deficient Polyfluorophenylboronate Esters with Terminal Alkynes
title_fullStr Copper‐Catalyzed Oxidative Cross‐Coupling of Electron‐Deficient Polyfluorophenylboronate Esters with Terminal Alkynes
title_full_unstemmed Copper‐Catalyzed Oxidative Cross‐Coupling of Electron‐Deficient Polyfluorophenylboronate Esters with Terminal Alkynes
title_short Copper‐Catalyzed Oxidative Cross‐Coupling of Electron‐Deficient Polyfluorophenylboronate Esters with Terminal Alkynes
title_sort copper‐catalyzed oxidative cross‐coupling of electron‐deficient polyfluorophenylboronate esters with terminal alkynes
topic Full Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7821263/
https://www.ncbi.nlm.nih.gov/pubmed/32697365
http://dx.doi.org/10.1002/chem.202002888
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