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Ruthenium-Catalyzed Ligand-Enabled Regiodivergent Difluoroallylation of Aryl C-H Bonds.

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The gem-difluoroallyl group is a sought-after structural motif commonly found in pharmaceutical compounds. Despite its appeal, achieving a controlled synthesis of both α,α- and γ,γ-difluoroallylated compounds has proven to be… Click to show full abstract

The gem-difluoroallyl group is a sought-after structural motif commonly found in pharmaceutical compounds. Despite its appeal, achieving a controlled synthesis of both α,α- and γ,γ-difluoroallylated compounds has proven to be a challenging task. This study presents a new approach to difluoroallylation, which utilizes a regiodivergent C-H bond reaction catalyzed by ruthenium catalysis. This method enables the meta and ortho C-H α,α- and ortho C-H γ,γ-difluoroallylation of arenes using 3-bromo-3,3-difluoropropenes.

Keywords: catalyzed ligand; ligand enabled; regiodivergent difluoroallylation; ruthenium catalyzed; enabled regiodivergent; difluoroallylation

Journal Title: Organic letters
Year Published: 2023

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