Combining Photoredox‐Catalyzed Trifluoromethylation and Oxidation with DMSO: Facile Synthesis of α‐Trifluoromethylated Ketones from Aromatic Alkenes |
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| Authors: | Ren Tomita Dr. Yusuke Yasu Dr. Takashi Koike Prof. Dr. Munetaka Akita |
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| Affiliation: | Chemical Resources Laboratory, Tokyo Institute of Technology, R1‐27, 4259 Nagatsuta, Midori‐ku, Yokohama 226‐8503 (Japan) http://www.res.titech.ac.jp/～smart/smart_e.html |
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| Abstract: | Trifluoromethylated ketones are useful building blocks for organic compounds with a trifluoromethyl group. A new and facile synthesis of ketones with a trifluoromethyl substituent in the α‐position proceeds through a one‐pot photoredox‐catalyzed trifluoromethylation–oxidation sequence of aromatic alkenes. Dimethyl sulfoxide (DMSO) serves as a key and mild oxidant under these photocatalytic conditions. Furthermore, an iridium photocatalyst, fac[Ir(ppy)3] (ppy=2‐phenylpyridine), turned out to be crucial for the present photoredox process. |
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| Keywords: | carbocations fluorine homogeneous catalysis oxidation photochemistry |
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