10-(1,3-benzodioxol-5-yl)-N,N-diethyl-12,12,12-trifluorododecanamide | 1618086-43-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 10-(1,3-benzodioxol-5-yl)-N,N-diethyl-12,12,12-trifluorododecanamide
• CAS: 1618086-43-3
• 化学式: C₂₃H₃₄F₃NO₃
• 分子量: 429.523
• InChiKey: OVYAIEFOSDWJFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  30
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3,3-二甲基-1-(三氟甲基)-1,2-苯并碘氧杂戊环 、 N,N-diethylundec-10-enamide 、 3.4-(亚甲基二氧基)苯硼酸 在 tetrakis(actonitrile)copper(I) hexafluorophosphate 作用下， 以 甲醇 、 N,N-二甲基乙酰胺 为溶剂， 反应 1.0h， 以54%的产率得到10-(1,3-benzodioxol-5-yl)-N,N-diethyl-12,12,12-trifluorododecanamide
  参考文献：
  名称：

  Copper-Catalyzed Intermolecular Trifluoromethylarylation of Alkenes: Mutual Activation of Arylboronic Acid and CF₃⁺ Reagent

  摘要：

  A novel copper-catalyzed intermolecular trifluoromethylarylation of alkenes is developed using less active ether-type Togni's reagent under mild reaction conditions. Various alkenes and diverse arylboronic acids are compatible with these conditions. Preliminary mechanistic studies reveal that a mutual activation process between arylboronic acid and CF3+ reagent is essential. In addition, the reaction might involve a rate-determining transmetalation, and the final aryl C-C bond is derived from reductive elimination of the aryl(alkyl)Cu(III) intermediate.

  DOI：

  10.1021/ja504458j

文献信息

• Copper-Catalyzed Intermolecular Trifluoromethylarylation of Alkenes: Mutual Activation of Arylboronic Acid and CF₃⁺ Reagent
  作者：Fei Wang、Dinghai Wang、Xin Mu、Pinhong Chen、Guosheng Liu

  DOI：10.1021/ja504458j

  日期：2014.7.23

  A novel copper-catalyzed intermolecular trifluoromethylarylation of alkenes is developed using less active ether-type Togni's reagent under mild reaction conditions. Various alkenes and diverse arylboronic acids are compatible with these conditions. Preliminary mechanistic studies reveal that a mutual activation process between arylboronic acid and CF3+ reagent is essential. In addition, the reaction might involve a rate-determining transmetalation, and the final aryl C-C bond is derived from reductive elimination of the aryl(alkyl)Cu(III) intermediate.