1-{4-[(tetrahydrofuran-2-yl)ethynyl]phenyl}ethanone | 1519058-82-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-{4-[(tetrahydrofuran-2-yl)ethynyl]phenyl}ethanone
• 英文别名: 2-((4-acetylphenyl)ethynyl)tetrahydrofuran；1-[4-[2-(Oxolan-2-yl)ethynyl]phenyl]ethanone；1-[4-[2-(oxolan-2-yl)ethynyl]phenyl]ethanone
• CAS: 1519058-82-2
• 化学式: C₁₄H₁₄O₂
• 分子量: 214.264
• InChiKey: ZAYHVEINNDZDJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-[4-(2-溴乙炔基)苯基]乙酮 、 四氢呋喃 在 potassium acetate 作用下， 反应 12.0h， 以74%的产率得到1-{4-[(tetrahydrofuran-2-yl)ethynyl]phenyl}ethanone
  参考文献：
  名称：

  KOAc-promoted alkynylation of α-C–H bonds of ethers with alkynyl bromides under transition-metal-free conditions

  摘要：

  KOAc促进的α位C-H活化和烷基化反应，使用炔基溴化物与醚反应，制备2-炔基醚，在无过渡金属条件下进行。

  DOI：

  10.1039/c4ob00002a

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.
• KOAc-promoted alkynylation of α-C–H bonds of ethers with alkynyl bromides under transition-metal-free conditions
  作者：Jiajun Zhang、Pinhua Li、Lei Wang

  DOI：10.1039/c4ob00002a

  日期：——

  KOAc-promoted α-position C–H activation and alkynylation of ethers with alkynyl bromides to 2-alkynyl ethers was developed under transition-metal-free conditions.

  KOAc促进的α位C-H活化和烷基化反应，使用炔基溴化物与醚反应，制备2-炔基醚，在无过渡金属条件下进行。