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Updated: Jul 1, 2026
![[(DPEPhos)(bcp)Cu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)
[(DPEPhos)(bcp)Cu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
Pd/C-Catalyzed Hydrogenation of CF3-, CF2H-, and CF2CO2Et-containing Pyridines: A Robust Method for Highly
Thibaud Charvillat1, Patrick Bernardelli2, Marc Daumas3
1INSA Rouen Normandie, Univ Rouen Normandie, Univ Caen Normandie, ENSICAEN, CNRS, Institut CARMeN (UMR 6064), Rouen, France.
None:
A robust method for the hydrogenation of various pyridines substituted by CF3, CF2H, and CF2CO2Et groups has been developed. Using an inexpensive heterogeneous Pd/C catalyst, diversely functionalized fluorinated piperidines were synthesized under air- and moisture-tolerant reaction conditions (37 examples, up to 98% yield) with good to high diastereoselectivity. Comprehensive NMR studies enabled full structural characterization of the synthesized fluorinated compounds. The synthetic utility of the methods was further highlighted by the gram-scale preparation of the fluorinated scaffolds and the synthesis of a trifluoromethylated analog of the antipsychotic drug melperone.
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