3-(2-bromo-1-formylcyclohex-2-enyl)propanenitrile | 1260150-14-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: 3-(2-bromo-1-formylcyclohex-2-enyl)propanenitrile
• 英文别名: 3-(2-Bromo-1-formylcyclohex-2-en-1-yl)propanenitrile；3-(2-bromo-1-formylcyclohex-2-en-1-yl)propanenitrile
• CAS: 1260150-14-8
• 化学式: C₁₀H₁₂BrNO
• 分子量: 242.115
• InChiKey: CONFWWYNDSPUQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-溴-1-环己烯-1-甲醛 、 丙烯腈 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 以63%的产率得到3-(2-bromo-1-formylcyclohex-2-enyl)propanenitrile
  参考文献：
  名称：

  Cross-Coupling Reactions of Two Different Activated Alkenes through Tetrabutylammonium Fluoride (TBAF) Promoted Deprotonation/Activation Strategy: A Regioselective Construction of Quaternary Carbon Centers

  摘要：

  A novel TBAF-promoted intermolecular crossed-conjugate addition has been developed. For a range of cyclic beta-halo-alpha,beta-unsaturated carbonyl compounds, the vinylogous enolates generated by deprotonation at the gamma-position preferentially reacted with Michael acceptors at the alpha-position to deliver cross-coupling products in good yields.

  DOI：

  10.1021/ol1028332

文献信息

• Cross-Coupling Reactions of Two Different Activated Alkenes through Tetrabutylammonium Fluoride (TBAF) Promoted Deprotonation/Activation Strategy: A Regioselective Construction of Quaternary Carbon Centers
  作者：Jing-Li Zhang、Yue-Fa Gong

  DOI：10.1021/ol1028332

  日期：2011.1.21

  A novel TBAF-promoted intermolecular crossed-conjugate addition has been developed. For a range of cyclic beta-halo-alpha,beta-unsaturated carbonyl compounds, the vinylogous enolates generated by deprotonation at the gamma-position preferentially reacted with Michael acceptors at the alpha-position to deliver cross-coupling products in good yields.