Acetic Acid-Promoted Photoredox Catalyzed Trifluoromethylation of Aldehyde Hydrazones
Radical C(sp2)-H trifluoromethylation of aromatic aldehyde hydrazones is achieved in moderate to high yields under oxidative photoredox catalysis conditions, using inexpensive, bench-stable sodium trifluoromethanesulfinate (Langlois reagent), and Rose Bengal (RB) as the photocatalyst in the presence of acetic acid as the promoter. Acetic acid accelerates the rates of trifluoromethylation reactions and substantially attenuates the formation of the adventitious byproducts.
P. Aryal et al., "Acetic Acid-Promoted Photoredox Catalyzed Trifluoromethylation of Aldehyde Hydrazones," Journal of Fluorine Chemistry, vol. 261 thru 262, article no. 110003, Elsevier, Sep 2022.
The definitive version is available at https://doi.org/10.1016/j.jfluchem.2022.110003
Keywords and Phrases
Hydrazones; Langlois reagent; Photoredox catalysis; Rose Bengal; Trifluoromethylation
International Standard Serial Number (ISSN)
Article - Journal
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01 Sep 2022