Palladium-catalyzed borylation of aryl (pseudo)halides and its applications in biaryl synthesis

A facile and efficient palladium-catalyzed borylation of aryl (pseudo)halides at room temperature has been developed. Arylboronic esters were expeditiously assembled in good yields and with a broad substrate scope and good functional group compatibility. This approach has been successfully applied t...

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Autores principales: Ji, Hong, Cai, Jianghong, Gan, Nana, Wang, Zhaohua, Wu, Liyang, Li, Guorong, Yi, Tao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer International Publishing 2018
Materias:
Research Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6768141/
https://www.ncbi.nlm.nih.gov/pubmed/30564982
http://dx.doi.org/10.1186/s13065-018-0510-6
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author Ji, Hong
Cai, Jianghong
Gan, Nana
Wang, Zhaohua
Wu, Liyang
Li, Guorong
Yi, Tao
author_facet Ji, Hong
Cai, Jianghong
Gan, Nana
Wang, Zhaohua
Wu, Liyang
Li, Guorong
Yi, Tao
author_sort Ji, Hong
collection PubMed
description A facile and efficient palladium-catalyzed borylation of aryl (pseudo)halides at room temperature has been developed. Arylboronic esters were expeditiously assembled in good yields and with a broad substrate scope and good functional group compatibility. This approach has been successfully applied to the one-pot two-step borylation/Suzuki–Miyaura cross-coupling reaction, providing a concise access to biaryl compounds from readily available aryl halides. Furthermore, a parallel synthesis of biaryl analogs is accomplished at room temperature using the strategy, which enhances the practical usefulness of this method. ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1186/s13065-018-0510-6) contains supplementary material, which is available to authorized users.
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spelling pubmed-67681412019-10-03 Palladium-catalyzed borylation of aryl (pseudo)halides and its applications in biaryl synthesis Ji, Hong Cai, Jianghong Gan, Nana Wang, Zhaohua Wu, Liyang Li, Guorong Yi, Tao Chem Cent J Research Article A facile and efficient palladium-catalyzed borylation of aryl (pseudo)halides at room temperature has been developed. Arylboronic esters were expeditiously assembled in good yields and with a broad substrate scope and good functional group compatibility. This approach has been successfully applied to the one-pot two-step borylation/Suzuki–Miyaura cross-coupling reaction, providing a concise access to biaryl compounds from readily available aryl halides. Furthermore, a parallel synthesis of biaryl analogs is accomplished at room temperature using the strategy, which enhances the practical usefulness of this method. ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1186/s13065-018-0510-6) contains supplementary material, which is available to authorized users. Springer International Publishing 2018-12-19 /pmc/articles/PMC6768141/ /pubmed/30564982 http://dx.doi.org/10.1186/s13065-018-0510-6 Text en © The Author(s) 2018 Open AccessThis article is distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The Creative Commons Public Domain Dedication waiver (http://creativecommons.org/publicdomain/zero/1.0/) applies to the data made available in this article, unless otherwise stated.
spellingShingle Research Article
Ji, Hong
Cai, Jianghong
Gan, Nana
Wang, Zhaohua
Wu, Liyang
Li, Guorong
Yi, Tao
Palladium-catalyzed borylation of aryl (pseudo)halides and its applications in biaryl synthesis
title Palladium-catalyzed borylation of aryl (pseudo)halides and its applications in biaryl synthesis
title_full Palladium-catalyzed borylation of aryl (pseudo)halides and its applications in biaryl synthesis
title_fullStr Palladium-catalyzed borylation of aryl (pseudo)halides and its applications in biaryl synthesis
title_full_unstemmed Palladium-catalyzed borylation of aryl (pseudo)halides and its applications in biaryl synthesis
title_short Palladium-catalyzed borylation of aryl (pseudo)halides and its applications in biaryl synthesis
title_sort palladium-catalyzed borylation of aryl (pseudo)halides and its applications in biaryl synthesis
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6768141/
https://www.ncbi.nlm.nih.gov/pubmed/30564982
http://dx.doi.org/10.1186/s13065-018-0510-6
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