5-methoxy-1,N,N-trimethyl-2,3-dihydro-1H-indole-3-carboxamide | 1088708-82-0

• 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: 5-methoxy-1,N,N-trimethyl-2,3-dihydro-1H-indole-3-carboxamide
• 英文别名: 5-methoxy-N,N,1-trimethyl-2,3-dihydroindole-3-carboxamide
• CAS: 1088708-82-0
• 化学式: C₁₃H₁₈N₂O₂
• 分子量: 234.298
• InChiKey: HISFGWODLBOTBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-methoxy-1,N,N-trimethyl-2,3-dihydro-1H-indole-3-carboxamide 在 air 作用下， 生成 5-methoxy-1,N,N-trimethylindole-3-carboxamide
  参考文献：
  名称：

  Intramolecular Pd(0)-Catalyzed Reactions of β-(2-Iodoanilino) Carboxamides: Enolate Arylation and Nucleophilic Substitution at the Carboxamide Group

  摘要：

  Two different reaction pathways, the enolate arylation and the acylation of the aryl halide, can be promoted by a Pd(0) catalyst starting from beta-(2-iodoanilino) carboxamides. The intramolecular acylation of beta-(2-iodoanilino) carboxamides reported here is the first example of a nucleophilic attack of a sigma-arylpalladium species at the carboxamide group, a framework that is usually inert toward organopalladium reagents.

  DOI：

  10.1021/jo8020715
• 作为产物：
  描述：

  3-[N-(2-iodo-4-methoxyphenyl)-N-methylamino]-N,N-dimethylpropanamide 在 四(三苯基膦)钯 、 potassium tert-butylate 、 苯酚 作用下， 以 四氢呋喃 、 叔丁醇 为溶剂， 反应 40.0h， 生成 5-methoxy-1,N,N-trimethyl-2,3-dihydro-1H-indole-3-carboxamide
  参考文献：
  名称：

  Intramolecular Pd(0)-Catalyzed Reactions of β-(2-Iodoanilino) Carboxamides: Enolate Arylation and Nucleophilic Substitution at the Carboxamide Group

  摘要：

  Two different reaction pathways, the enolate arylation and the acylation of the aryl halide, can be promoted by a Pd(0) catalyst starting from beta-(2-iodoanilino) carboxamides. The intramolecular acylation of beta-(2-iodoanilino) carboxamides reported here is the first example of a nucleophilic attack of a sigma-arylpalladium species at the carboxamide group, a framework that is usually inert toward organopalladium reagents.

  DOI：

  10.1021/jo8020715