Abstract:
A new method for deoxygenation of fluoroalkyl-substituted alcohols involves derivatization of the hydroxy group with pentafluoropyridine followed by photoredox catalyzed reduction of the obtained hetaryl ethers using γ-terpinene as a source of hydrogen. The initial alcohols can be easily obtained by nucleophilic fluoroalkylation of the corresponding aldehydes.
Citation:
S. S. Lunkov, A. A. Zemtsov, V. V. Levin, A. D. Dilman, “Photocatalytic reduction of fluoroalkyl-substituted alcohols activated by pentafluoropyridine”, Mendeleev Commun., 33:3 (2023), 387–389
Linking options:
https://www.mathnet.ru/eng/mendc405
https://www.mathnet.ru/eng/mendc/v33/i3/p387
This publication is cited in the following 4 articles:
Mikhail V. Matveev, Sergei S. Lunkov, Natalia A. Chumakova, “EPR Spectra Hyperfine Structure of Fluorine‐Containing Nitroxide Radicals in Liquid Solutions: Prediction by DFT”, Magnetic Reson in Chemistry, 2025
Sergey S. Lunkov, Vladislav S. Kostromitin, Artem A. Zemtsov, Vitalij V. Levin, Alexander D. Dilman, “A photocatalytic method for the generation of the 1,1,1,3,3,3-hexafluoroisopropyl radical”, Org. Chem. Front., 11:17 (2024), 4762
Mikhail O. Zubkov, Alexander D. Dilman, “Radical reactions enabled by polyfluoroaryl fragments: photocatalysis and beyond”, Chem. Soc. Rev., 53:9 (2024), 4741
D. S. Koltun, A. D. Dilman, “Synthesis of 3-(2,3,5,6-tetrafluoropyridinylthio)pyrazoles from 3-aminopyrazoles”, Mendeleev Commun., 34:4 (2024), 531–532
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