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Palladium-catalyzed difluoroalkylative carbonylation of styrenes toward difluoropentanedioates
The introduction of fluorine atoms into organic molecules is an attractive but challenging topic. In this work, an interesting palladium-catalyzed difluoroalkylative carbonylation of aryl olefins has been developed. A wide range of aryl olefins were transformed into the corresponding difluoropentane...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9384137/ https://www.ncbi.nlm.nih.gov/pubmed/36093028 http://dx.doi.org/10.1039/d2sc02665a |
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author | Bao, Zhi-Peng Zhang, Youcan Wu, Xiao-Feng |
author_facet | Bao, Zhi-Peng Zhang, Youcan Wu, Xiao-Feng |
author_sort | Bao, Zhi-Peng |
collection | PubMed |
description | The introduction of fluorine atoms into organic molecules is an attractive but challenging topic. In this work, an interesting palladium-catalyzed difluoroalkylative carbonylation of aryl olefins has been developed. A wide range of aryl olefins were transformed into the corresponding difluoropentanedioate compounds with good functional-group tolerance and excellent regioselectivity. Inexpensive ethyl bromodifluoroacetate acts both as a difluoroalkyl precursor and a nucleophile here. Additionally, a scale–up reaction was also performed successfully, and further transformations of the obtained product were shown as well. |
format | Online Article Text |
id | pubmed-9384137 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-93841372022-09-08 Palladium-catalyzed difluoroalkylative carbonylation of styrenes toward difluoropentanedioates Bao, Zhi-Peng Zhang, Youcan Wu, Xiao-Feng Chem Sci Chemistry The introduction of fluorine atoms into organic molecules is an attractive but challenging topic. In this work, an interesting palladium-catalyzed difluoroalkylative carbonylation of aryl olefins has been developed. A wide range of aryl olefins were transformed into the corresponding difluoropentanedioate compounds with good functional-group tolerance and excellent regioselectivity. Inexpensive ethyl bromodifluoroacetate acts both as a difluoroalkyl precursor and a nucleophile here. Additionally, a scale–up reaction was also performed successfully, and further transformations of the obtained product were shown as well. The Royal Society of Chemistry 2022-08-03 /pmc/articles/PMC9384137/ /pubmed/36093028 http://dx.doi.org/10.1039/d2sc02665a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/ |
spellingShingle | Chemistry Bao, Zhi-Peng Zhang, Youcan Wu, Xiao-Feng Palladium-catalyzed difluoroalkylative carbonylation of styrenes toward difluoropentanedioates |
title | Palladium-catalyzed difluoroalkylative carbonylation of styrenes toward difluoropentanedioates |
title_full | Palladium-catalyzed difluoroalkylative carbonylation of styrenes toward difluoropentanedioates |
title_fullStr | Palladium-catalyzed difluoroalkylative carbonylation of styrenes toward difluoropentanedioates |
title_full_unstemmed | Palladium-catalyzed difluoroalkylative carbonylation of styrenes toward difluoropentanedioates |
title_short | Palladium-catalyzed difluoroalkylative carbonylation of styrenes toward difluoropentanedioates |
title_sort | palladium-catalyzed difluoroalkylative carbonylation of styrenes toward difluoropentanedioates |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9384137/ https://www.ncbi.nlm.nih.gov/pubmed/36093028 http://dx.doi.org/10.1039/d2sc02665a |
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