(E)-2-(4-ethylhex-2-en-1-yl)cyclohex-2-enone | 1411631-43-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-2-(4-ethylhex-2-en-1-yl)cyclohex-2-enone
• 英文别名: 2-[(E)-4-ethylhex-2-enyl]cyclohex-2-en-1-one
• CAS: 1411631-43-0
• 化学式: C₁₄H₂₂O
• 分子量: 206.328
• InChiKey: FYJJAONLBFJSBB-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-ethylhex-1-en-3-ol 在 吡啶 、 锰 、 氯化镍二甲氧基乙烷 、 新铜试剂 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基乙酰胺 为溶剂， 生成 (E)-2-(4-ethylhex-2-en-1-yl)cyclohex-2-enone
  参考文献：
  名称：

  Selective Cross-Coupling of Organic Halides with Allylic Acetates

  摘要：

  A general protocol for the coupling of haloarenes with a variety of allylic acetates is presented. Strengths of the method are a tolerance for electrophilic (ketone, aldehyde) and acidic (sulfonamide, trifluoroacetamide) substrates and the ability to couple with a variety of substituted allylic acetates. Secondary alkyl bromides can also be allylated under slightly modified conditions, demonstrating the generality of the approach. Finally, the coupling of a reactive vinyl halide could be achieved by the use of a very hindered ligand and more reactive, branched allylic acetates.

  DOI：

  10.1021/jo302086g

文献信息

• Selective Cross-Coupling of Organic Halides with Allylic Acetates
  作者：Lukiana L. Anka-Lufford、Michael R. Prinsell、Daniel J. Weix

  DOI：10.1021/jo302086g

  日期：2012.11.16

  A general protocol for the coupling of haloarenes with a variety of allylic acetates is presented. Strengths of the method are a tolerance for electrophilic (ketone, aldehyde) and acidic (sulfonamide, trifluoroacetamide) substrates and the ability to couple with a variety of substituted allylic acetates. Secondary alkyl bromides can also be allylated under slightly modified conditions, demonstrating the generality of the approach. Finally, the coupling of a reactive vinyl halide could be achieved by the use of a very hindered ligand and more reactive, branched allylic acetates.