(E)-1-phenyl-4-(m-aminophenyl)but-1-en-3-yne | 89550-56-1

• 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: (E)-1-phenyl-4-(m-aminophenyl)but-1-en-3-yne
• 英文别名: 3-[(E)-4-phenylbut-3-en-1-ynyl]aniline
• CAS: 89550-56-1
• 化学式: C₁₆H₁₃N
• 分子量: 219.286
• InChiKey: QXYOIKKJJDPAPA-RUDMXATFSA-N

物化性质

• 沸点：
  408.1±45.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  [(Z)-2-溴乙烯基]苯 、 3-氨基苯乙炔 在 C₃₈H₃₆Cl₂Fe₂N₂Pd₂ 、 caesium carbonate 、 copper(I) bromide 作用下， 反应 24.0h， 以82%的产率得到(E)-1-phenyl-4-(m-aminophenyl)but-1-en-3-yne
  参考文献：
  名称：

  Enyne synthesis through a modified Sonogashira cross-coupling reaction catalyzed by cyclopalladated complexes

  摘要：

  A series of conjugated enynes were successfully synthesized by the palladacycle-catalyzed modified Sonogashira cross-coupling reaction of beta-bromostyrene and terminal alkynes. The reaction proceeds smoothly in DMSO at 40 degrees C to give the corresponding products in moderate to excellent yields. This catalytic system is tolerant to a broad range of functional groups on the substrates. Moreover, the products were furnished as specific E isomers. We also found that the product of the reaction between (E)-beta-bromostyrene and 2-methyl-3-butyn-2-ol is diarylated enyne in the presence of excess Cs2CO3. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.09.110

文献信息

• Enyne synthesis through a modified Sonogashira cross-coupling reaction catalyzed by cyclopalladated complexes
  作者：Mengmeng Huang、Yujian Feng、Yangjie Wu

  DOI：10.1016/j.tet.2011.09.110

  日期：2012.1

  A series of conjugated enynes were successfully synthesized by the palladacycle-catalyzed modified Sonogashira cross-coupling reaction of beta-bromostyrene and terminal alkynes. The reaction proceeds smoothly in DMSO at 40 degrees C to give the corresponding products in moderate to excellent yields. This catalytic system is tolerant to a broad range of functional groups on the substrates. Moreover, the products were furnished as specific E isomers. We also found that the product of the reaction between (E)-beta-bromostyrene and 2-methyl-3-butyn-2-ol is diarylated enyne in the presence of excess Cs2CO3. (C) 2011 Elsevier Ltd. All rights reserved.