4-(1-ethoxyethyl)-2-phenylpyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-(1-ethoxyethyl)-2-phenylpyridine
• 英文别名: 4-(1-Ethoxyethyl)-2-phenylpyridine
• 化学式: C₁₅H₁₇NO
• 分子量: 227.306
• InChiKey: HDPAJJAIAYTRLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-苯基吡啶 、 乙醚 在 二叔丁基过氧化物 、 scandium tris(trifluoromethanesulfonate) 作用下， 反应 8.0h， 以61%的产率得到4-(1-ethoxyethyl)-2-phenylpyridine
  参考文献：
  名称：

  Highly Chemoselective and Regioselective Dehydrogenative Cross-Coupling Reaction between Pyridines and Ethers

  摘要：

  A highly chemoselective and regioselective dehydrogenative cross-coupling (DCC) reaction of unactivated pyridines with cyclic or acyclic ethers has been developed to give the corresponding 2- or 4-coupled pyridines in satisfactory yields. The DCC reaction affords an efficient and greener synthesis for a range of new pyridines. A possible mechanism involving radical substitution is also proposed.

  DOI：

  10.1055/s-0034-1380694

文献信息

• Persulfate-Enabled Direct C–H Alkylation of Heteroarenes with Unactivated Ethers
  作者：Louis Barriault、Terry McCallum、Laurie-Anne Jouanno、Alexandre Cannillo

  DOI：10.1055/s-0035-1561338

  日期：——

  Protocol simplification is an important aspect in the development of organic reactions such as heteroarene functionalizations. An operationally facile protocol for the direct C–H alkylation of heteroarenes with unactivated ethers has been developed. The Minisci-type radical addition process involves thermolysis of potassium persulfate, circumventing the need for transition-metal catalysts.

  协议简化是开发有机反应（如杂芳烃功能化）的一个重要方面。已经开发了一种使用未活化醚直接对杂芳烃进行 C-H 烷基化的操作简便的方案。Minisci 型自由基加成过程涉及过硫酸钾的热解，无需过渡金属催化剂。
• Highly Chemoselective and Regioselective Dehydrogenative Cross-Coupling Reaction between Pyridines and Ethers
  作者：Zhi-Zhen Huang、Muhammad Salman、Xing-Fen Huang

  DOI：10.1055/s-0034-1380694

  日期：——

  A highly chemoselective and regioselective dehydrogenative cross-coupling (DCC) reaction of unactivated pyridines with cyclic or acyclic ethers has been developed to give the corresponding 2- or 4-coupled pyridines in satisfactory yields. The DCC reaction affords an efficient and greener synthesis for a range of new pyridines. A possible mechanism involving radical substitution is also proposed.