4-methyl-N-(4-trifluoromethylphenyl)benzamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-methyl-N-(4-trifluoromethylphenyl)benzamide
• 英文别名: 4-methyl-N-[4-(trifluoromethyl)phenyl]benzamide
• 化学式: C₁₅H₁₂F₃NO
• 分子量: 279.262
• InChiKey: BOSILJQMQRDNAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对溴三氟甲苯 、 对甲苯酰胺 在 tris-(dibenzylideneacetone)dipalladium(0) 1,1'-双(二苯基膦)二茂铁 、 caesium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 4.5h， 以92%的产率得到4-methyl-N-(4-trifluoromethylphenyl)benzamide
  参考文献：
  名称：

  Arylamidate palladium complexes containing deprotonated phthalimide and p-methylbenzamide: possibility of their participation in reductive elimination

  摘要：

  Arylamidate palladium complexes containing deprotonated p-methylbenzamide and phthalimide have been synthesised; the latter has been characterised by X-ray diffraction data. A comparison of the catalytic and stoichiometric versions of N-arylation of p-methylbenzamide and phthalimide in the presence of palladium complexes and DPPF as a ligand has been carried out.

  DOI：

  10.1016/j.mencom.2007.05.003

文献信息

• 10.1093/chemle/upae088
  作者：Nishino, Sodai、Kurahashi, Takuya

  DOI：10.1093/chemle/upae088

  日期：——

  N-arylation of amides based on the formation of N-centered amidyl radicals via proton-coupled electron transfer (PCET) using a nickel–photoredox dual catalyst. The reaction achieved arylation of sterically hindered linear secondary amides under mild conditions. Control experiments with radical inhibitors suggested the formation of amidyl radicals via the PCET mechanism.

  在此，我们报道了基于使用镍-光氧化还原双重催化剂通过质子耦合电子转移 （PCET） 形成 N 中心酰胺自由基的酰胺的 N-芳基化。该反应在温和条件下实现了空间受阻线性仲酰胺的芳基化。自由基抑制剂的对照实验表明，通过 PCET 机制形成酰胺自由基。
• Arylamidate palladium complexes containing deprotonated phthalimide and p-methylbenzamide: possibility of their participation in reductive elimination
  作者：Alexey G. Sergeev、Galina A. Artamkina、Viktor N. Khrustalev、Mikhail Yu. Antipin、Irina P. Beletskaya

  DOI：10.1016/j.mencom.2007.05.003

  日期：2007.5

  Arylamidate palladium complexes containing deprotonated p-methylbenzamide and phthalimide have been synthesised; the latter has been characterised by X-ray diffraction data. A comparison of the catalytic and stoichiometric versions of N-arylation of p-methylbenzamide and phthalimide in the presence of palladium complexes and DPPF as a ligand has been carried out.