3-phenyl-N-(2-(pyridin-2-yl)propan-2-yl)butanamide | 1620050-95-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3-phenyl-N-(2-(pyridin-2-yl)propan-2-yl)butanamide
• CAS: 1620050-95-4
• 化学式: C₁₈H₂₂N₂O
• 分子量: 282.385
• InChiKey: PMAZHECQCDYDMC-UHFFFAOYSA-N

物化性质

• 沸点：
  473.2±38.0 °C(predicted)
• 密度：
  1.060±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

反应信息

• 作为产物：
  描述：

  溴苯 、 N-(2-(pyridin-2-yl)propan-2-yl)butyramide 在 palladium diacetate 、 potassium carbonate 、 三甲基乙酸 作用下， 以 叔丁醇 为溶剂， 反应 24.0h， 以74%的产率得到3-phenyl-N-(2-(pyridin-2-yl)propan-2-yl)butanamide
  参考文献：
  名称：

  Pd(ii)-Catalyzed arylation of unactivated methylene C(sp³)–H bonds with aryl halides using a removable auxiliary

  摘要：

  Pd（ii）催化的甲基C（sp3）-H键芳基化反应，由我们新开发的PIP辅助引导。

  DOI：

  10.1039/c4cc03615h

文献信息

• Palladium-Catalyzed Cs₂CO₃-Promoted Arylation of Unactivated C(sp³)–H Bonds by (Diacetoxyiodo)arenes: Shifting the Reactivity of (Diacetoxyiodo)arenes from Acetoxylation to Arylation
  作者：Quan Gou、Zhao-Fu Zhang、Zhi-Cheng Liu、Jun Qin

  DOI：10.1021/acs.joc.5b00111

  日期：2015.3.20

  PdCl2(CH3CN)(2)-catalyzed arylation of unactivated C(sp(3))-H bonds using (diacetoxyiodo)arenes as arylation reagents is reported. The reactivity of (diacetoxyiodo)arenes as arylation reagents is enabled in the presence of Cs2CO3 under the reaction conditions. This arylation method is highly efficient and occurs without the use of silver salt. The reaction tolerates a broad substrate scope that was not demonstrated by other silver salt-free C(sp(3))-H bond arylation conditions. The synthetic utility of the method is further illustrated in the synthesis of the psychotropic drug phenibut. A detailed mechanism study has been conducted to understand the reaction pathway.