5-fluoro-2-(4-fluorophenyl)-1-methylbenzimidazole | 1539720-74-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 5-fluoro-2-(4-fluorophenyl)-1-methylbenzimidazole
• CAS: 1539720-74-5
• 化学式: C₁₄H₁₀F₂N₂
• 分子量: 244.244
• InChiKey: MONUDCUEOOPKGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.52
• 重原子数：
  18.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  17.82
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1-氯-4-氟苯 、 5-fluoro-1-methyl-1H-benzo[d]imidazole 在 NHC-Pd(II)-Im 、 potassium tert-butylate 作用下， 以 水 、 甲苯 为溶剂， 反应 6.0h， 以96%的产率得到5-fluoro-2-(4-fluorophenyl)-1-methylbenzimidazole
  参考文献：
  名称：

  N-Heterocyclic Carbene-Palladium(II)-1-Methylimidazole Complex-Catalyzed Direct C–H Bond Arylation of (Benz)imidazoles with Aryl Chlorides

  摘要：

  (Benz)imidazoles can be efficiently functionalized by (hetero)aryl chlorides via direct C-H bond arylation in the presence of a well-defined NHC-Pd(II)-Im complex. Under the optimal conditions, various activated, unactivated, and deactivated (hetero)aryl chlorides were successfully applied as the arylating reagents to achieve the 2-(hetero)aryl (benz)imidazoles in acceptable to high yields, giving a facile and alternative methodology for the direct C-H bond arylation of (benz)imidazoles.

  DOI：

  10.1021/jo5010058

文献信息

• <i>N</i>-Heterocyclic Carbene-Palladium(II)-1-Methylimidazole Complex-Catalyzed Direct C–H Bond Arylation of (Benz)imidazoles with Aryl Chlorides
  作者：Zheng-Song Gu、Wen-Xin Chen、Li-Xiong Shao

  DOI：10.1021/jo5010058

  日期：2014.6.20

  (Benz)imidazoles can be efficiently functionalized by (hetero)aryl chlorides via direct C-H bond arylation in the presence of a well-defined NHC-Pd(II)-Im complex. Under the optimal conditions, various activated, unactivated, and deactivated (hetero)aryl chlorides were successfully applied as the arylating reagents to achieve the 2-(hetero)aryl (benz)imidazoles in acceptable to high yields, giving a facile and alternative methodology for the direct C-H bond arylation of (benz)imidazoles.