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.
Angew Chem Int Ed Engl. 2014 Jul 7;53(28):7144-8. doi: 10.1002/anie.201403590. Epub 2014 May 26.
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.
三氟甲基化酮是具有三氟甲基基团的有机化合物的有用构建块。通过一锅光氧化还原催化的芳基烯烃的三氟甲基化-氧化序列,实现了具有α-位三氟甲基取代基的酮的新的、简便的合成。在这些光催化条件下,二甲基亚砜(DMSO)用作关键的温和氧化剂。此外,铱光催化剂 fac[Ir(ppy)3](ppy=2-苯基吡啶)对于目前的光氧化还原过程至关重要。