Department of Medicinal Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045, USA.
Org Lett. 2011 Oct 21;13(20):5413-5. doi: 10.1021/ol202202a. Epub 2011 Sep 22.
2,3-Dihydropyridin-4(1H)-ones undergo direct C-H functionalization at C5 in the palladium(II)-catalyzed Hiyama reaction, using triethoxy(aryl)silanes and dimethylphenylsilanol. The reagent CuF(2) has a dual role in the reactions with triethoxy(aryl)silanes. It is a source of fluoride to activate the silane in the Hiyama reaction and also serves as the reoxidant to convert Pd(0) to Pd(II) in the catalytic cycle.
2,3-二氢-4(1H)-吡啶酮在钯(II)催化的 Hiyama 反应中,可在 C5 位直接芳基化 C-H 键,使用三乙氧基(芳基)硅烷和二甲基苯基硅醇。试剂 CuF2 在与三乙氧基(芳基)硅烷的反应中具有双重作用。它既是氟源,用于在 Hiyama 反应中激活硅烷,也是在催化循环中将 Pd(0)氧化为 Pd(II)的氧化剂。