Iaroshenko Viktor O, Gevorgyan Ashot, Mkrtchyan Satenik, Arakelyan Knar, Grigoryan Tatevik, Yedoyan Julietta, Villinger Alexander, Langer Peter
Institut für Chemie, Universität Rostock , Albert-Einstein-Strasse 3a, 18059 Rostock, Germany.
J Org Chem. 2015 Feb 20;80(4):2103-19. doi: 10.1021/jo5025927. Epub 2015 Feb 10.
Pd- or Ni-catalyzed C-H arylation of 4-nitroimidazole derivatives directed by a manipulable nitro group was developed. The reaction tolerates a wide range of substituted aryl halides and 4-nitroimidazoles. The experiments indicated that the nitro group has influence on regioselectivity of the reaction. In addition, we have shown that the efficiency of the Suzuki-Miyaura cross-coupling reaction of nitroimidazoles is slightly lower in comparison to the direct C-H arylation. The exploration of the chemical potential of the nitro group and a putative reaction mechanism are discussed.
开发了由可操控的硝基导向的钯或镍催化的4-硝基咪唑衍生物的C-H芳基化反应。该反应能耐受多种取代芳基卤化物和4-硝基咪唑。实验表明硝基对反应的区域选择性有影响。此外，我们还表明，与直接C-H芳基化相比，硝基咪唑的铃木-宫浦交叉偶联反应效率略低。讨论了硝基的化学潜力探索和推测的反应机理。
