1-naphthyl 1-methylindole-3-carboxylate | 1392408-61-5

• 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: 1-naphthyl 1-methylindole-3-carboxylate
• 英文别名: Naphthalen-1-yl 1-methylindole-3-carboxylate；naphthalen-1-yl 1-methylindole-3-carboxylate
• CAS: 1392408-61-5
• 化学式: C₂₀H₁₅NO₂
• 分子量: 301.345
• InChiKey: QZHUMAXMVWTEQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-甲基吲哚 、 萘酚 、 一氧化碳 在 碘 、 palladium diacetate 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 100.0 ℃ 、101.33 kPa 条件下， 反应 48.0h， 以83%的产率得到1-naphthyl 1-methylindole-3-carboxylate
  参考文献：
  名称：

  A General Method for Palladium-Catalyzed Direct Carbonylation of Indole with Alcohol and Phenol

  摘要：

  A novel strategy involving a first oxidative iodination and subsequent Pd-0-catalyzed carbonylation to yield indole-3-carboxylate has been developed. It showed perfect generality to indole, alcohol, and phenol. The current methodology could also be conveniently applied to the synthesis of biologically active tropisetron from simple indole and tropine.

  DOI：

  10.1021/ol3017726

文献信息

• A General Method for Palladium-Catalyzed Direct Carbonylation of Indole with Alcohol and Phenol
  作者：Rui Lang、Lijun Shi、Dengfeng Li、Chungu Xia、Fuwei Li

  DOI：10.1021/ol3017726

  日期：2012.8.17

  A novel strategy involving a first oxidative iodination and subsequent Pd-0-catalyzed carbonylation to yield indole-3-carboxylate has been developed. It showed perfect generality to indole, alcohol, and phenol. The current methodology could also be conveniently applied to the synthesis of biologically active tropisetron from simple indole and tropine.