6-[4-(trifluoromethyl)phenyl]-1-cyclohexene-1-carbonitrile

• 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: 6-[4-(trifluoromethyl)phenyl]-1-cyclohexene-1-carbonitrile
• 英文别名: 6-[4-(Trifluoromethyl)phenyl]cyclohexene-1-carbonitrile
• 化学式: C₁₄H₁₂F₃N
• 分子量: 251.251
• InChiKey: TUWVVTDJBMHTQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-羟基-1-环己烯-1-甲腈 在 吡啶 、 indium(III) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 6-[4-(trifluoromethyl)phenyl]-1-cyclohexene-1-carbonitrile
  参考文献：
  名称：

  Efficient Palladium-Catalyzed Nucleophilic Addition of Triorganoindium Reagents to Carbocyclic Derivatives

  摘要：

  Palladium (0)-catalyzed allylic substitution reactions employing triorganoindium reagents have been investigated. In situ generated vinyl- and arylindiums react with substituted and unsubstituted cyclohex-2-enyl esters in the presence of 1-3 mol % Pd-2(dba)(3) to produce vinyl- or arylcyclohexenes in moderate to excellent yields. The stereoselectivity of this process was also examined, and evidence is presented that the reaction proceeds with inversion of stereochemical configuration.

  DOI：

  10.1021/jo0357162

文献信息

• Efficient Palladium-Catalyzed Nucleophilic Addition of Triorganoindium Reagents to Carbocyclic Derivatives
  作者：Lucas Baker、Thomas Minehan

  DOI：10.1021/jo0357162

  日期：2004.5.1

  Palladium (0)-catalyzed allylic substitution reactions employing triorganoindium reagents have been investigated. In situ generated vinyl- and arylindiums react with substituted and unsubstituted cyclohex-2-enyl esters in the presence of 1-3 mol % Pd-2(dba)(3) to produce vinyl- or arylcyclohexenes in moderate to excellent yields. The stereoselectivity of this process was also examined, and evidence is presented that the reaction proceeds with inversion of stereochemical configuration.