3-[(tetrahydrofuran-2-yl)ethynyl]benzonitrile | 1519058-81-1

• 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: 3-[(tetrahydrofuran-2-yl)ethynyl]benzonitrile
• 英文别名: 3-[2-(Oxolan-2-yl)ethynyl]benzonitrile；3-[2-(oxolan-2-yl)ethynyl]benzonitrile
• CAS: 1519058-81-1
• 化学式: C₁₃H₁₁NO
• 分子量: 197.236
• InChiKey: BMRGUCZALQUVAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  四氢呋喃 、 3-(bromoethynyl)benzonitrile 在 sodium fluoride 作用下， 反应 35.0h， 以77%的产率得到3-[(tetrahydrofuran-2-yl)ethynyl]benzonitrile
  参考文献：
  名称：

  Synthesis of 2-Alkynyltetrahydrofuran Derivatives from Tetrahydrofuran and Alkynyl Bromides

  摘要：

  An efficient and general method for the synthesis of 2-alkynyltetrahydrofuran was developed. The regioselective functionalization of the C(sp(3))-H bond adjacent to an oxygen atom with various alkynyl bromides has been achieved under transition-metal-free reaction conditions. Sodium fluoride was found, for the first time, to promote the efficient functionalization process remarkably. Moreover, 1,2-dibromostyrenes were also found to be effective in this method forming 2-alkenyltetrahydrofurans.

  DOI：

  10.1055/s-0033-1338534

文献信息

• Synthesis of 2-Alkynyltetrahydrofuran Derivatives from Tetrahydrofuran and Alkynyl Bromides
  作者：Yun Liang、Yuan Yang、Hui Huang、Xiaoyun Zhang、Weilan Zeng

  DOI：10.1055/s-0033-1338534

  日期：——

  An efficient and general method for the synthesis of 2-alkynyltetrahydrofuran was developed. The regioselective functionalization of the C(sp(3))-H bond adjacent to an oxygen atom with various alkynyl bromides has been achieved under transition-metal-free reaction conditions. Sodium fluoride was found, for the first time, to promote the efficient functionalization process remarkably. Moreover, 1,2-dibromostyrenes were also found to be effective in this method forming 2-alkenyltetrahydrofurans.