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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...

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Autores principales: Bao, Zhi-Peng, Zhang, Youcan, Wu, Xiao-Feng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
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.
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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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AT wuxiaofeng palladiumcatalyzeddifluoroalkylativecarbonylationofstyrenestowarddifluoropentanedioates