2-Methyl-3-[4-(trifluoromethyl)phenyl]prop-2-enal | 1564277-43-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 英文名称: 2-Methyl-3-[4-(trifluoromethyl)phenyl]prop-2-enal
• CAS: 1564277-43-5
• 化学式: C₁₁H₉F₃O
• 分子量: 214.187
• InChiKey: PWRAAGSIQJBXJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N'-(3-Oxo-1-cyclohexenyl)benzhydrazide 、 2-Methyl-3-[4-(trifluoromethyl)phenyl]prop-2-enal 在 ethylenediamine Tetraacetic Acid 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.13h， 以56%的产率得到N-(3-methyl-5-oxo-2-(4-(trifluoromethyl)phenyl)-5,6,7,8-tetrahydroquinolin-1(2H)-yl)benzamide
  参考文献：
  名称：

  Microwave-Irradiated Synthesis of 1,2-Dihydropyridines from N-Functionalized Enaminones and Enals through Domino Condensation and 6π-Azaelectrocyclization

  摘要：

  N-Amino-substituted 1,2-dihydropyridine motifs are constructed using cyclohexane-1,3-diones via the Knoevenagel condensation with enals followed by 6 pi-electrocyclization using ethylenediammonium diacetate as a catalyst under MW irradiation. A survey of substituents on the N atom of the enaminones indicated that the phenylamino and benzoylamino groups are favorable for the reaction, while phenyl, benzyl, and no-substituent are not. The substituent at C2 of enals is crucial for smooth formation of the corresponding adducts and slightly higher yields are obtained with enals bearing an electron-withdrawing aromatic at C3.

  DOI：

  10.3987/com-13-12844