dimethyl (3E)-2-oxo-3-(2-oxo-1H-indol-3-ylidene)butanedioate | 1415414-78-6

• 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: dimethyl (3E)-2-oxo-3-(2-oxo-1H-indol-3-ylidene)butanedioate
• CAS: 1415414-78-6
• 化学式: C₁₄H₁₁NO₆
• 分子量: 289.244
• InChiKey: BEDLLOKEROXNMT-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  98.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  靛红 、 丁炔二酸二甲酯 在 苯胺 、 氨基磺酸 作用下， 以 乙醇 为溶剂， 反应 4.17h， 以80%的产率得到dimethyl (3E)-2-oxo-3-(2-oxo-1H-indol-3-ylidene)butanedioate
  参考文献：
  名称：

  Novel Sulfamic Acid–Promoted Synthesis of 3-Alkylidene Indolone Derivatives in the Presence of Aniline via One-Pot Multicomponent Reaction

  摘要：

  A sulfamic acid-catalyzed synthesis of 3-alkylidene indolone derivatives by addition of dialkyl acetylenedicarboxylate to isatin derivatives in the presence of aniline is reported. The reaction sequence consists of an initial Michael addition of aniline to dialkyl acetylenedicarboxylate, followed by aldol-like reaction with isatin, and then elimination of aniline to afford the product.

  DOI：

  10.1080/00397911.2011.605241

文献信息

• Novel Sulfamic Acid–Promoted Synthesis of 3-Alkylidene Indolone Derivatives in the Presence of Aniline via One-Pot Multicomponent Reaction
  作者：M. Damodiran、K. Karthikeyan、D. Muralidharan、Paramasivan T. Perumal

  DOI：10.1080/00397911.2011.605241

  日期：2013.1.1

  A sulfamic acid-catalyzed synthesis of 3-alkylidene indolone derivatives by addition of dialkyl acetylenedicarboxylate to isatin derivatives in the presence of aniline is reported. The reaction sequence consists of an initial Michael addition of aniline to dialkyl acetylenedicarboxylate, followed by aldol-like reaction with isatin, and then elimination of aniline to afford the product.