(E)-2-(4-(trifluoromethoxy)styryl)-1,4-dioxane

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (E)-2-(4-(trifluoromethoxy)styryl)-1,4-dioxane
• 英文别名: 2-[(E)-2-[4-(trifluoromethoxy)phenyl]ethenyl]-1,4-dioxane
• 化学式: C₁₃H₁₃F₃O₃
• 分子量: 274.24
• InChiKey: FJHIGSSIAJGUCW-ZZXKWVIFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,4-二氧六环 、 (E)-3-(4-(trifluoromethoxy)phenyl)acrylic acid 在 iron(III)-acetylacetonate 、 二叔丁基过氧化物 作用下， 反应 24.0h， 以78%的产率得到(E)-2-(4-(trifluoromethoxy)styryl)-1,4-dioxane
  参考文献：
  名称：

  Iron-catalyzed alkenylation of cyclic ethers via decarboxylative sp3(C)–sp2(C) coupling

  摘要：

  An efficient Fe(acac)(3)-catalyzed decarboxylative C(sp(2))-C(sp(3)) coupling reaction via oxidation of C-H bond adjacent to an oxygen atom has been developed successfully, in which cyclic ethers are selectively transformed into the corresponding alkenylation products with good chemical yields and excellent stereoselectivities. The mechanism was studied and the reaction was supposed to proceed through a radical oxidative coupling process. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.09.082

文献信息

• Iron-catalyzed alkenylation of cyclic ethers via decarboxylative sp3(C)–sp2(C) coupling
  作者：Jincan Zhao、Wei Zhou、Jianlin Han、Guigen Li、Yi Pan

  DOI：10.1016/j.tetlet.2013.09.082

  日期：2013.11

  An efficient Fe(acac)(3)-catalyzed decarboxylative C(sp(2))-C(sp(3)) coupling reaction via oxidation of C-H bond adjacent to an oxygen atom has been developed successfully, in which cyclic ethers are selectively transformed into the corresponding alkenylation products with good chemical yields and excellent stereoselectivities. The mechanism was studied and the reaction was supposed to proceed through a radical oxidative coupling process. (C) 2013 Elsevier Ltd. All rights reserved.