2-(2-Carboxy-phenyl)-1H-indole-3-carboxylic acid methyl ester | 198828-67-0

• 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: 2-(2-Carboxy-phenyl)-1H-indole-3-carboxylic acid methyl ester
• 英文别名: 2-(3-methoxycarbonyl-1H-indol-2-yl)benzoic acid
• CAS: 198828-67-0
• 化学式: C₁₇H₁₃NO₄
• 分子量: 295.295
• InChiKey: MCZZHUIAOBSHPV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  79.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2-Carboxy-phenyl)-1H-indole-3-carboxylic acid methyl ester 在 硫酸 、 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 6-Oxo-6H-isoindolo[2,1-a]indole-11-carboxylic acid methyl ester
  参考文献：
  名称：

  A New Route to Quinolone and Indole Skeletones via Ketone- and Ester-Imide Cyclodehydration Reactions

  摘要：

  Ketone-imide cyclodehydration reactions of aromatic succinimide and phthalimide (7, 8) have afforded quinolone acids (11, 12). Further transformation of the acids provided the corresponding esters (13, 14) and vinylogous urethanes (9, 10). Similarly, ester-imide cyclodehydration reactions of aromatic imide esters (19, 20) have afforded indole acids (23, 24).

  DOI：

  10.3987/com-96-7676
• 作为产物：
  描述：

  2-(2-溴苯基)乙酸甲酯 在 copper(I) oxide 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 2-(2-Carboxy-phenyl)-1H-indole-3-carboxylic acid methyl ester
  参考文献：
  名称：

  A New Route to Quinolone and Indole Skeletones via Ketone- and Ester-Imide Cyclodehydration Reactions

  摘要：

  Ketone-imide cyclodehydration reactions of aromatic succinimide and phthalimide (7, 8) have afforded quinolone acids (11, 12). Further transformation of the acids provided the corresponding esters (13, 14) and vinylogous urethanes (9, 10). Similarly, ester-imide cyclodehydration reactions of aromatic imide esters (19, 20) have afforded indole acids (23, 24).

  DOI：

  10.3987/com-96-7676

文献信息

• A New Route to Quinolone and Indole Skeletones via Ketone- and Ester-Imide Cyclodehydration Reactions
  作者：Guncheol Kim、Gyochang Keum

  DOI：10.3987/com-96-7676

  日期：——

  Ketone-imide cyclodehydration reactions of aromatic succinimide and phthalimide (7, 8) have afforded quinolone acids (11, 12). Further transformation of the acids provided the corresponding esters (13, 14) and vinylogous urethanes (9, 10). Similarly, ester-imide cyclodehydration reactions of aromatic imide esters (19, 20) have afforded indole acids (23, 24).