Issue 32, 2022

Palladium-catalyzed difluoroalkylative carbonylation of styrenes toward difluoropentanedioates

Abstract

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.

Graphical abstract: Palladium-catalyzed difluoroalkylative carbonylation of styrenes toward difluoropentanedioates

Supplementary files

Article information

Article type
Edge Article
Submitted
13 May 2022
Accepted
21 Jul 2022
First published
03 Aug 2022
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2022,13, 9387-9391

Palladium-catalyzed difluoroalkylative carbonylation of styrenes toward difluoropentanedioates

Z. Bao, Y. Zhang and X. Wu, Chem. Sci., 2022, 13, 9387 DOI: 10.1039/D2SC02665A

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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