(Z)-1-(benzylamino)-4-methyl-2-phenylpent-1-en-3-one | 1415129-31-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-1-(benzylamino)-4-methyl-2-phenylpent-1-en-3-one
• CAS: 1415129-31-5
• 化学式: C₁₉H₂₁NO
• 分子量: 279.382
• InChiKey: IPGBGCPEUGWGDS-JXAWBTAJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 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：

  (E)-4-甲基-1-苯基戊-1-烯-3-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30%的产率得到(Z)-1-(benzylamino)-4-methyl-2-phenylpent-1-en-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.