3-[N-methyl-N-(4-methylphenyl)amino]-N,N-dimethylbutanamide | 1088708-65-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-[N-methyl-N-(4-methylphenyl)amino]-N,N-dimethylbutanamide
• 英文别名: 3-(N,4-dimethylanilino)-N,N-dimethylbutanamide
• CAS: 1088708-65-9
• 化学式: C₁₄H₂₂N₂O
• 分子量: 234.341
• InChiKey: ZZRCZVHTEMPAAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-[N-(2-iodo-4-methylphenyl)-N-methylamino]-N,N-dimethylbutanamide 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 41.0h， 以65%的产率得到trans-1,2,5,N,N-pentamethyl-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

文献信息

• Intramolecular Pd(0)-Catalyzed Reactions of β-(2-Iodoanilino) Carboxamides: Enolate Arylation and Nucleophilic Substitution at the Carboxamide Group
  作者：Daniel Solé、Olga Serrano

  DOI：10.1021/jo8020715

  日期：2008.12.5

  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.