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

Org Lett

Shanghai Frontiers Science Center of Drug Target Identification and Delivery and Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, College of Pharmaceutical Science, Shanghai Jiao Tong University, 800 Dongchuan Road, Minhang District, Shanghai 200240, China.

Published: June 2023

The -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 and C-H α,α- and C-H γ,γ-difluoroallylation of arenes using 3-bromo-3,3-difluoropropenes.

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http://dx.doi.org/10.1021/acs.orglett.3c00873DOI Listing

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