Palladium-catalyzed difluoroalkylative carbonylation of styrenes toward difluoropentanedioates?

Chemical Science Pub Date: 2022-08-03 DOI: 10.1039/D2SC02665A

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
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