Methyl 4-[3-[2-(hydroxymethyl)phenyl]prop-2-ynoyl-methylamino]benzoate | 1146623-67-7

• 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: Methyl 4-[3-[2-(hydroxymethyl)phenyl]prop-2-ynoyl-methylamino]benzoate
• CAS: 1146623-67-7
• 化学式: C₁₉H₁₇NO₄
• 分子量: 323.348
• InChiKey: KYFOFZMFHSWUHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 4-[3-[2-(hydroxymethyl)phenyl]prop-2-ynoyl-methylamino]benzoate 在 bis-triphenylphosphine-palladium(II) chloride 、 氧气 、 copper diacetate 作用下， 以 乙腈 为溶剂， 反应 10.0h， 以30%的产率得到(E)-methyl 3-(isobenzofuran-1(3H)-ylidene)-1-methyl-2-oxoindoline-5-carboxylate
  参考文献：
  名称：

  Synthesis of (E)-3-(Isobenzofuran-3(1H)-ylidene)indolin-2-ones by the Palladium-Catalyzed Intramolecular C−H Functionalization Process

  摘要：

  A novel and selective protocol has been developed for the synthesis of (E)-3-(isobenzofuran-3(1H)-ylidene)indolin-2-ones by Pd-catalyzed oxidative intramolecular C-H functionalization reactions of various 3-(2-(hydroxymethyl)aryl)-N-methyl-N-arylpropiolamides in moderate yields. Mechanisms involving a C-H activation process were proposed for this transformation on the basis of the observed values of kinetic isotope effects.

  DOI：

  10.1021/jo900437p