(1E,4E)-1-(benzylamino)-2,5-bis(4-chlorophenyl)penta-1,4-dien-3-one | 1415129-38-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (1E,4E)-1-(benzylamino)-2,5-bis(4-chlorophenyl)penta-1,4-dien-3-one
• CAS: 1415129-38-2
• 化学式: C₂₄H₁₉Cl₂NO
• 分子量: 408.327
• InChiKey: XEKVFYOCHMLGMF-OUFHASLISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-氯苯亚甲基丙酮 、 苄基叠氮 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 以13%的产率得到(1Z,4E)-1-(benzylamino)-2,5-bis(4-chlorophenyl)penta-1,4-dien-3-one
  参考文献：
  名称：

  Synthesis of α-aryl enaminones through reactions of β-aryl enones with benzyl azide

  摘要：

  Reaction of benzalacetones and dibenzalacetones with benzyl azide promoted by BF3 center dot OEt2 afforded Z and E densely substituted acyclic alpha-aryl enaminones in 21-95% yield. For benzalacetones major Z-isomers were obtained, while E-isomers were the tendency for dibenzalacetones. The synthesis involves domino 1,3-dipolar cycloaddition and 1,2-aryl migration, and is the first metal free practical alternative to the preparation of acyclic alpha-aryl enaminones from commercial available or easily prepared starting materials. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.09.125

文献信息

• Synthesis of α-aryl enaminones through reactions of β-aryl enones with benzyl azide
  作者：Silvio Cunha、Amenson Trindade Gomes

  DOI：10.1016/j.tetlet.2012.09.125

  日期：2012.12

  Reaction of benzalacetones and dibenzalacetones with benzyl azide promoted by BF3 center dot OEt2 afforded Z and E densely substituted acyclic alpha-aryl enaminones in 21-95% yield. For benzalacetones major Z-isomers were obtained, while E-isomers were the tendency for dibenzalacetones. The synthesis involves domino 1,3-dipolar cycloaddition and 1,2-aryl migration, and is the first metal free practical alternative to the preparation of acyclic alpha-aryl enaminones from commercial available or easily prepared starting materials. (C) 2012 Elsevier Ltd. All rights reserved.