Synthesis of 4,4-Difluoroalkenes by Coupling of α-Substituted α,α-Difluoromethyl Halides with Allyl Sulfones under Photoredox Catalyzed Conditions

Misae Uno, Shuhei Sumino, Takahide Fukuyama, Makoto Matsuura, Yoshichika Kuroki, Yosuke Kishikawa, Ilhyong Ryu

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    8 Scopus citations

    Abstract

    Photoredox-catalyzed allylation of α-gem-difluorinated organohalides with allyl sulfones proceeded smoothly under visible light irradiation to give 4,4-difluoroalkenes in good yields. In the presence of catalytic Ru(bpy)3Cl2, Hantzsch ester, and diisopropylethylamine, the reaction was complete within 2 h. Using the same methodology, three-component cascade reactions to give 6,6-difluoroalkenes were carried out successfully.

    Original languageEnglish
    Pages (from-to)9330-9338
    Number of pages9
    JournalThe Journal of organic chemistry
    Volume84
    Issue number14
    DOIs
    StatePublished - 2 Jul 2019

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