4-(2-(1,3-dioxolan-2-yl)acetyl)benzonitrile | 1166996-43-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(2-(1,3-dioxolan-2-yl)acetyl)benzonitrile
• 英文别名: 1-(4-Cyano-phenyl)-2-(1,3-dioxolan-2-yl)-ethanone；4-[2-(1,3-dioxolan-2-yl)acetyl]benzonitrile
• CAS: 1166996-43-5
• 化学式: C₁₂H₁₁NO₃
• 分子量: 217.224
• InChiKey: SVRPPENODHVMAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  59.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,3-二氧戊环 、 4-氰基苯乙烯 在 叔丁基过氧化氢 、 氧气 、 copper(I) bromide 作用下， 以 癸烷 为溶剂， 反应 12.0h， 以62%的产率得到4-(2-(1,3-dioxolan-2-yl)acetyl)benzonitrile
  参考文献：
  名称：

  CuBr-Mediated Oxyalkylation of Vinylarenes under Aerobic Conditions via Cleavage of sp³ C−H Bonds α to Oxygen

  摘要：

  A novel difunctionalization reaction of vinylarenes with cyclic ethers has been developed by copper catalysis via direct activation of alpha-sp(3) C-H bonds of oxygen in the presence of 1-1.2 equiv of TBHP under mild aerobic conditions. The reaction shows excellent regioselectivities and good functional group tolerance to give the oxyalkylated products of vinylarenes.

  DOI：

  10.1021/ol900947d

文献信息

• CuBr-Mediated Oxyalkylation of Vinylarenes under Aerobic Conditions via Cleavage of sp³ C−H Bonds α to Oxygen
  作者：Kai Cheng、Lehao Huang、Yuhong Zhang

  DOI：10.1021/ol900947d

  日期：2009.7.2

  A novel difunctionalization reaction of vinylarenes with cyclic ethers has been developed by copper catalysis via direct activation of alpha-sp(3) C-H bonds of oxygen in the presence of 1-1.2 equiv of TBHP under mild aerobic conditions. The reaction shows excellent regioselectivities and good functional group tolerance to give the oxyalkylated products of vinylarenes.