(1-Octylnaphthalen-2-yl) trifluoromethanesulfonate | 1025828-11-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (1-Octylnaphthalen-2-yl) trifluoromethanesulfonate
• CAS: 1025828-11-8
• 化学式: C₁₉H₂₃F₃O₃S
• 分子量: 388.451
• InChiKey: OBGBHBLFDNSPNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(but-3-en-1-yl)-2-methyl-1,3-dioxolane 、 (1-Octylnaphthalen-2-yl) trifluoromethanesulfonate 在 四(三苯基膦)钯 potassium phosphate 、 9-borabicyclo[3.3.1]nonane dimer 作用下， 生成 2-<5,5-ethylidenedioxy)hexyl>-1-octylnaphthalene
  参考文献：
  名称：

  Palladium-catalyzed cross-coupling reaction of organoboron compounds with organic triflates

  摘要：

  The cross-coupling reaction of 9-alkyl-9-borabicyclo[3.3.1]nonane (9-R-9-BBN), 1-alkenyl-1,3,2-benzodioxaborole, or aryl boronic acid with 1-alkenyl or aryl triflates in the presence of K3PO4 (1.5 equiv) and a catalytic amount of Pd(PPh3)4 or Cl2Pd(dppf) resulted in high yields. The reaction conditions are sufficiently mild so that a variety of functionalized alkenes, alkadienes, and arenes are readily obtained. The utility of the present reaction was demonstrated by the cyclization of omega-alkenyl triflates leading to a benzo-fused cycloalkene and bicyclic alkene via a hydroboration-intramolecular coupling sequence.

  DOI：

  10.1021/jo00060a041
• 作为产物：
  描述：

  1-碘-2-萘酚 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 27.0h， 生成 (1-Octylnaphthalen-2-yl) trifluoromethanesulfonate
  参考文献：
  名称：

  Palladium-catalyzed cross-coupling reaction of organoboron compounds with organic triflates

  摘要：

  The cross-coupling reaction of 9-alkyl-9-borabicyclo[3.3.1]nonane (9-R-9-BBN), 1-alkenyl-1,3,2-benzodioxaborole, or aryl boronic acid with 1-alkenyl or aryl triflates in the presence of K3PO4 (1.5 equiv) and a catalytic amount of Pd(PPh3)4 or Cl2Pd(dppf) resulted in high yields. The reaction conditions are sufficiently mild so that a variety of functionalized alkenes, alkadienes, and arenes are readily obtained. The utility of the present reaction was demonstrated by the cyclization of omega-alkenyl triflates leading to a benzo-fused cycloalkene and bicyclic alkene via a hydroboration-intramolecular coupling sequence.

  DOI：

  10.1021/jo00060a041

文献信息

• Palladium-catalyzed cross-coupling reaction of organoboron compounds with organic triflates
  作者：Takayuki Ohe、Norio Miyaura、Akira Suzuki

  DOI：10.1021/jo00060a041

  日期：1993.4

  The cross-coupling reaction of 9-alkyl-9-borabicyclo[3.3.1]nonane (9-R-9-BBN), 1-alkenyl-1,3,2-benzodioxaborole, or aryl boronic acid with 1-alkenyl or aryl triflates in the presence of K3PO4 (1.5 equiv) and a catalytic amount of Pd(PPh3)4 or Cl2Pd(dppf) resulted in high yields. The reaction conditions are sufficiently mild so that a variety of functionalized alkenes, alkadienes, and arenes are readily obtained. The utility of the present reaction was demonstrated by the cyclization of omega-alkenyl triflates leading to a benzo-fused cycloalkene and bicyclic alkene via a hydroboration-intramolecular coupling sequence.