6-phenyl-4-phenylethynyl-6-heptene-1-ol | 1462249-15-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 6-phenyl-4-phenylethynyl-6-heptene-1-ol
• 英文别名: 6-Phenyl-4-(2-phenylethynyl)hept-6-en-1-ol；6-phenyl-4-(2-phenylethynyl)hept-6-en-1-ol
• CAS: 1462249-15-5
• 化学式: C₂₁H₂₂O
• 分子量: 290.405
• InChiKey: SJVDCEKQSDWCEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(phenylethynyl)tetrahydrofuran 、 三甲基(2-苯基丙-2-烯基)硅烷 在 iron(III) chloride 、 三甲基氯硅烷 、 四丁基氟化铵 、 水 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以90%的产率得到6-phenyl-4-phenylethynyl-6-heptene-1-ol
  参考文献：
  名称：

  Iron-Catalyzed Ring-Opening Azidation and Allylation of O-Heterocycles

  摘要：

  We have established the first catalytic C-C and C-N bond formation reactions of O-heterocycles (e.g., tetrahydrofuran, phthalane, and lactone derivatives) using iron bichloride as a catalyst in the presence of TMSN3 or allylsilanes accompanied by the ring opening of O-heterocycles. The reactions smoothly proceeded at room temperature to give the corresponding primary saturated alcohols from the 2-substituted tetrahydrofurans, ortho-substituted benzyl alcohols from phthalanes, and saturated carboxylic acids from lactones in high yields.

  DOI：

  10.1021/ol402511r

文献信息

• Iron-Catalyzed Ring-Opening Azidation and Allylation of <i>O</i>-Heterocycles
  作者：Yoshinari Sawama、Kyoshiro Shibata、Yuka Sawama、Masato Takubo、Yasunari Monguchi、Norbert Krause、Hironao Sajiki

  DOI：10.1021/ol402511r

  日期：2013.10.18

  We have established the first catalytic C-C and C-N bond formation reactions of O-heterocycles (e.g., tetrahydrofuran, phthalane, and lactone derivatives) using iron bichloride as a catalyst in the presence of TMSN3 or allylsilanes accompanied by the ring opening of O-heterocycles. The reactions smoothly proceeded at room temperature to give the corresponding primary saturated alcohols from the 2-substituted tetrahydrofurans, ortho-substituted benzyl alcohols from phthalanes, and saturated carboxylic acids from lactones in high yields.