(Z)-3-(4-acetylphenylamino)-1-(4-bromophenyl)prop-2-en-1-one | 1446319-35-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (Z)-3-(4-acetylphenylamino)-1-(4-bromophenyl)prop-2-en-1-one
• 英文别名: (Z)-3-(4-acetylanilino)-1-(4-bromophenyl)prop-2-en-1-one
• CAS: 1446319-35-2
• 化学式: C₁₇H₁₄BrNO₂
• 分子量: 344.208
• InChiKey: ZSBQRIPAWOXYOM-KHPPLWFESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(4-bromophenyl)-3-(dimethylamino)prop-2-en-1-one 、 4-氨基苯乙酮 在 iron(III) chloride 、 水 作用下， 反应 2.0h， 以85%的产率得到(Z)-3-(4-acetylphenylamino)-1-(4-bromophenyl)prop-2-en-1-one
  参考文献：
  名称：

  Water-Promoted Synthesis of Enaminones: Mechanism Investigation and Application in Multicomponent Reactions

  摘要：

  Highly stereoselective synthesis of Z-enaminones bearing reactive secondary amino group has been successfully performed in water using tertiary amino group functionalized enaminones under ambient conditions. An interesting promotion effect of water on the reaction via hydrolysis-dehydration condensation has been observed through a designed isotope labeling experiment. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.

  DOI：

  10.1080/00397911.2012.715712

文献信息

• Water-Promoted Synthesis of Enaminones: Mechanism Investigation and Application in Multicomponent Reactions
  作者：Yunyun Liu、Rihui Zhou、Jie-Ping Wan

  DOI：10.1080/00397911.2012.715712

  日期：2013.9.17

  Highly stereoselective synthesis of Z-enaminones bearing reactive secondary amino group has been successfully performed in water using tertiary amino group functionalized enaminones under ambient conditions. An interesting promotion effect of water on the reaction via hydrolysis-dehydration condensation has been observed through a designed isotope labeling experiment. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.