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Integrated redox-active reagents for photoinduced regio- and stereoselective fluorocarboborylation
Vinylboronates and alkylboronates are key components in variegated transformations in all facets of chemical science. The synthesis of vinylboronates and alkylboronates suffers from step-tedious and poor stereoselective procedures. We have developed a regulated radical difunctionalization strategy f...
Autores principales: | , , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Nature Publishing Group UK
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7244735/ https://www.ncbi.nlm.nih.gov/pubmed/32444596 http://dx.doi.org/10.1038/s41467-020-16477-1 |
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author | Zhang, Weigang Zou, Zhenlei Zhao, Wenxuan Lu, Shuo Wu, Zhengguang Huang, Mengjun Wang, Xiaochen Wang, Yi Liang, Yong Zhu, Yi Zheng, Youxuan Pan, Yi |
author_facet | Zhang, Weigang Zou, Zhenlei Zhao, Wenxuan Lu, Shuo Wu, Zhengguang Huang, Mengjun Wang, Xiaochen Wang, Yi Liang, Yong Zhu, Yi Zheng, Youxuan Pan, Yi |
author_sort | Zhang, Weigang |
collection | PubMed |
description | Vinylboronates and alkylboronates are key components in variegated transformations in all facets of chemical science. The synthesis of vinylboronates and alkylboronates suffers from step-tedious and poor stereoselective procedures. We have developed a regulated radical difunctionalization strategy for the construction of fluorine-containing vinylboronates and alkylboronates with an integrated redox-active reagent IMDN-SO(2)R(F). This bench-stable imidazolium sulfonate cationic salt offers a scalable and operational protocol for the fluoroalkylation-borylation of unsaturated hydrocarbons in a high regio- and stereoselective manner. The products can be further transformed into valuable fluorinated building blocks. |
format | Online Article Text |
id | pubmed-7244735 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | Nature Publishing Group UK |
record_format | MEDLINE/PubMed |
spelling | pubmed-72447352020-06-03 Integrated redox-active reagents for photoinduced regio- and stereoselective fluorocarboborylation Zhang, Weigang Zou, Zhenlei Zhao, Wenxuan Lu, Shuo Wu, Zhengguang Huang, Mengjun Wang, Xiaochen Wang, Yi Liang, Yong Zhu, Yi Zheng, Youxuan Pan, Yi Nat Commun Article Vinylboronates and alkylboronates are key components in variegated transformations in all facets of chemical science. The synthesis of vinylboronates and alkylboronates suffers from step-tedious and poor stereoselective procedures. We have developed a regulated radical difunctionalization strategy for the construction of fluorine-containing vinylboronates and alkylboronates with an integrated redox-active reagent IMDN-SO(2)R(F). This bench-stable imidazolium sulfonate cationic salt offers a scalable and operational protocol for the fluoroalkylation-borylation of unsaturated hydrocarbons in a high regio- and stereoselective manner. The products can be further transformed into valuable fluorinated building blocks. Nature Publishing Group UK 2020-05-22 /pmc/articles/PMC7244735/ /pubmed/32444596 http://dx.doi.org/10.1038/s41467-020-16477-1 Text en © The Author(s) 2020 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as 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 images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/. |
spellingShingle | Article Zhang, Weigang Zou, Zhenlei Zhao, Wenxuan Lu, Shuo Wu, Zhengguang Huang, Mengjun Wang, Xiaochen Wang, Yi Liang, Yong Zhu, Yi Zheng, Youxuan Pan, Yi Integrated redox-active reagents for photoinduced regio- and stereoselective fluorocarboborylation |
title | Integrated redox-active reagents for photoinduced regio- and stereoselective fluorocarboborylation |
title_full | Integrated redox-active reagents for photoinduced regio- and stereoselective fluorocarboborylation |
title_fullStr | Integrated redox-active reagents for photoinduced regio- and stereoselective fluorocarboborylation |
title_full_unstemmed | Integrated redox-active reagents for photoinduced regio- and stereoselective fluorocarboborylation |
title_short | Integrated redox-active reagents for photoinduced regio- and stereoselective fluorocarboborylation |
title_sort | integrated redox-active reagents for photoinduced regio- and stereoselective fluorocarboborylation |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7244735/ https://www.ncbi.nlm.nih.gov/pubmed/32444596 http://dx.doi.org/10.1038/s41467-020-16477-1 |
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