(2-(naphthalen-2-yl)vinyl)tetrahydrofuran

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (2-(naphthalen-2-yl)vinyl)tetrahydrofuran
• 英文别名: (2-(naphthalene-2-yl)vinyl)tetrahydrofuran；2-(2-Naphthalen-2-ylethenyl)oxolane；2-(2-naphthalen-2-ylethenyl)oxolane
• 化学式: C₁₆H₁₆O
• 分子量: 224.302
• InChiKey: PPGNLHBXIQOECF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-碘萘 在 甲醇 、 叔丁基过氧化氢 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 甲酸 、 Eosin Y 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 癸烷 、 乙腈 为溶剂， 反应 51.0h， 生成 (2-(naphthalen-2-yl)vinyl)tetrahydrofuran
  参考文献：
  名称：

  Visible-Light-Promoted Vinylation of Tetrahydrofuran with Alkynes through Direct C–H Bond Functionalization

  摘要：

  Mild and direct C-H bond functionalizations and vinylations of tetrahydrofuran with alkynes have been accomplished through visible light photocatalysis, yielding a range of vinyl tetrahydrofurans under the synergistic actions of organic dye-type photocatalyst eosin Y, tert-butyl hydroperoxide (t-BuOOH), and a 45 W household lightbulb. A significant kinetic isotope effect (KIE) was recorded, which helps shed light on the mechanistic course.

  DOI：

  10.1021/acs.orglett.5b01053

文献信息

• Visible-Light-Promoted Vinylation of Tetrahydrofuran with Alkynes through Direct C–H Bond Functionalization
  作者：Jing Li、Jing Zhang、Haibo Tan、David Zhigang Wang

  DOI：10.1021/acs.orglett.5b01053

  日期：2015.5.15

  Mild and direct C-H bond functionalizations and vinylations of tetrahydrofuran with alkynes have been accomplished through visible light photocatalysis, yielding a range of vinyl tetrahydrofurans under the synergistic actions of organic dye-type photocatalyst eosin Y, tert-butyl hydroperoxide (t-BuOOH), and a 45 W household lightbulb. A significant kinetic isotope effect (KIE) was recorded, which helps shed light on the mechanistic course.