(E)-(1-methyl-2-oxoindolin-3-ylidene)(phenyl)methyl acetate | 1015231-07-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (E)-(1-methyl-2-oxoindolin-3-ylidene)(phenyl)methyl acetate
• 英文别名: [(E)-(1-methyl-2-oxoindol-3-ylidene)-phenylmethyl] acetate
• CAS: 1015231-07-8
• 化学式: C₁₈H₁₅NO₃
• 分子量: 293.322
• InChiKey: DMGYVNKZRASIJY-WUKNDPDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-methyl-N,3-diphenylprop-2-ynamide 、 溶剂黄146 在 碘苯二乙酸 、 palladium diacetate 作用下， 反应 2.0h， 以91%的产率得到(E)-(1-methyl-2-oxoindolin-3-ylidene)(phenyl)methyl acetate
  参考文献：
  名称：

  Synthesis of (2-Oxoindolin-3-ylidene)methyl Acetates Involving a C−H Functionalization Process

  摘要：

  [GRAPHICS]A novel palladium-catalyzed oxidative C-H functionalization protocol for the synthesis of (2-oxoindolin-3-ylidene)methyl acetates has been developed. In the presence of Pd(OAC)(2) and Phl(OAC)(2), a variety of N-arylpropiolamides underwent the C-H functionalization reaction with acids to afford the corresponding (E)-(2-oxoindolin-3-ylidene)methyl acetates selectively in moderate to excellent yields.

  DOI：

  10.1021/ol8006315

文献信息

• Sequential Intermolecular Aminopalladation/<i>ortho</i>-Arene C−H Activation Reactions of <i>N</i>-Phenylpropiolamides with Phthalimide
  作者：Shi Tang、Peng、Shao-Feng Pi、Yun Liang、Nai-Xing Wang、Jin-Heng Li

  DOI：10.1021/ol800080w

  日期：2008.3.1

  A novel palladium-catalyzed intermolecular aminopalladation/C-H activation method for selectively synthesizing (E)-(2-oxindolin-3-ylidene)phthalimides has been developed. In the presence of Pd(OAc)(2) and Phl(OAc)(2), alkynes were difunctionalized with a phthalimide and an arene Sp(2) C-H bond to selectively synthesize (E)-(2-oxoindolin-3-ylidene)phthalimides, which products are of great potential pharmaceutical value products in many major therapeutic areas, such as oncology, inflammation, neurology, immunology, and endocrinology. To the best of our knowledge, the reaction serves as the first example of intermolecular aminopalladation/C-H activation reactions of alkynes.