(Z)-4-(4-methoxylphenyl)-4-methylpent-2-enenitrile | 1227718-84-4

• 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)-4-(4-methoxylphenyl)-4-methylpent-2-enenitrile
• 英文别名: (Z)-4-(4-methoxyphenyl)-4-methylpent-2-enenitrile
• CAS: 1227718-84-4
• 化学式: C₁₃H₁₅NO
• 分子量: 201.268
• InChiKey: WEDSTUAROHRYFG-WTKPLQERSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(4-甲氧基苯基)-2-甲基丙醛 、 乙腈 在 bis(diisopropylamino)chloroborane 作用下， 以 四氢呋喃 、 正己烷 、 hexanes 为溶剂， 反应 2.0h， 生成 (Z)-4-(4-methoxylphenyl)-4-methylpent-2-enenitrile 、
  参考文献：
  名称：

  A Facile, One-Pot Synthesis of β-Substituted (Z)-Acrylonitriles Utilizing an α-Diaminoboryl Carbanion

  摘要：

  A simple three-step single-pot procedure for Z-stereoselective synthesis of beta-monosubstituted acrylonitriles has been established. The reaction involves olefination of aldehydes with an in situ generated alpha-diaminoboryl carbanion species. Various aromatic and aliphatic aldehydes were smoothly converted into the corresponding (Z)-olefin products (up to 96:4 ratio) in good yields (80-98%).

  DOI：

  10.1021/ol100534s

文献信息

• A Facile, One-Pot Synthesis of β-Substituted (<i>Z</i>)-Acrylonitriles Utilizing an α-Diaminoboryl Carbanion
  作者：Takashi Tomioka、Yusuke Takahashi、Trey G. Vaughan、Takayoshi Yanase

  DOI：10.1021/ol100534s

  日期：2010.5.21

  A simple three-step single-pot procedure for Z-stereoselective synthesis of beta-monosubstituted acrylonitriles has been established. The reaction involves olefination of aldehydes with an in situ generated alpha-diaminoboryl carbanion species. Various aromatic and aliphatic aldehydes were smoothly converted into the corresponding (Z)-olefin products (up to 96:4 ratio) in good yields (80-98%).