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Iron‐Catalyzed Cross‐Coupling of Alkynyl and Styrenyl Chlorides with Alkyl Grignard Reagents in Batch and Flow
Transition‐metal‐catalyzed cross‐coupling chemistry can be regarded as one of the most powerful protocols to construct carbon–carbon bonds. While the field is still dominated by palladium catalysis, there is an increasing interest to develop protocols that utilize cheaper and more sustainable metal...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6900226/ https://www.ncbi.nlm.nih.gov/pubmed/31573119 http://dx.doi.org/10.1002/chem.201904480 |
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author | Deng, Yuchao Wei, Xiao‐Jing Wang, Xiao Sun, Yuhan Noël, Timothy |
author_facet | Deng, Yuchao Wei, Xiao‐Jing Wang, Xiao Sun, Yuhan Noël, Timothy |
author_sort | Deng, Yuchao |
collection | PubMed |
description | Transition‐metal‐catalyzed cross‐coupling chemistry can be regarded as one of the most powerful protocols to construct carbon–carbon bonds. While the field is still dominated by palladium catalysis, there is an increasing interest to develop protocols that utilize cheaper and more sustainable metal sources. Herein, we report a selective, practical, and fast iron‐based cross‐coupling reaction that enables the formation of Csp−Csp(3) and Csp(2)−Csp(3) bonds. In a telescoped flow process, the reaction can be combined with the Grignard reagent synthesis. Moreover, flow allows the use of a supporting ligand to be avoided without eroding the reaction selectivity. |
format | Online Article Text |
id | pubmed-6900226 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-69002262019-12-20 Iron‐Catalyzed Cross‐Coupling of Alkynyl and Styrenyl Chlorides with Alkyl Grignard Reagents in Batch and Flow Deng, Yuchao Wei, Xiao‐Jing Wang, Xiao Sun, Yuhan Noël, Timothy Chemistry Communications Transition‐metal‐catalyzed cross‐coupling chemistry can be regarded as one of the most powerful protocols to construct carbon–carbon bonds. While the field is still dominated by palladium catalysis, there is an increasing interest to develop protocols that utilize cheaper and more sustainable metal sources. Herein, we report a selective, practical, and fast iron‐based cross‐coupling reaction that enables the formation of Csp−Csp(3) and Csp(2)−Csp(3) bonds. In a telescoped flow process, the reaction can be combined with the Grignard reagent synthesis. Moreover, flow allows the use of a supporting ligand to be avoided without eroding the reaction selectivity. John Wiley and Sons Inc. 2019-10-22 2019-11-18 /pmc/articles/PMC6900226/ /pubmed/31573119 http://dx.doi.org/10.1002/chem.201904480 Text en © 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. 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 | Communications Deng, Yuchao Wei, Xiao‐Jing Wang, Xiao Sun, Yuhan Noël, Timothy Iron‐Catalyzed Cross‐Coupling of Alkynyl and Styrenyl Chlorides with Alkyl Grignard Reagents in Batch and Flow |
title | Iron‐Catalyzed Cross‐Coupling of Alkynyl and Styrenyl Chlorides with Alkyl Grignard Reagents in Batch and Flow |
title_full | Iron‐Catalyzed Cross‐Coupling of Alkynyl and Styrenyl Chlorides with Alkyl Grignard Reagents in Batch and Flow |
title_fullStr | Iron‐Catalyzed Cross‐Coupling of Alkynyl and Styrenyl Chlorides with Alkyl Grignard Reagents in Batch and Flow |
title_full_unstemmed | Iron‐Catalyzed Cross‐Coupling of Alkynyl and Styrenyl Chlorides with Alkyl Grignard Reagents in Batch and Flow |
title_short | Iron‐Catalyzed Cross‐Coupling of Alkynyl and Styrenyl Chlorides with Alkyl Grignard Reagents in Batch and Flow |
title_sort | iron‐catalyzed cross‐coupling of alkynyl and styrenyl chlorides with alkyl grignard reagents in batch and flow |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6900226/ https://www.ncbi.nlm.nih.gov/pubmed/31573119 http://dx.doi.org/10.1002/chem.201904480 |
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