3-(4,5-dimethyl-2-hydroxyphenyl)pyridine

• 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: 3-(4,5-dimethyl-2-hydroxyphenyl)pyridine
• 英文别名: 4,5-Dimethyl-2-pyridin-3-ylphenol
• 化学式: C₁₃H₁₃NO
• 分子量: 199.252
• InChiKey: AXFJANUFWXXUTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  吡啶-N-氧化物 、 4,5-dimethyl-2-(trimethylsilyl)phenyl triflate 在 cesium fluoride 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以84%的产率得到3-(4,5-dimethyl-2-hydroxyphenyl)pyridine
  参考文献：
  名称：

  Regioselective Synthesis of 3-(2-Hydroxyaryl)pyridines via Arynes and Pyridine N-Oxides

  摘要：

  A variety of substituted 3-( 2-hydroxyphenyl) pyridines have been prepared regioselectively by a transition-metal-free, mild, one-step route, which involves the reaction of pyridine N-oxides with silylaryl triflates in the presence of CsF in acetonitrile at room temperature. These reactions proceed in good yields through what appears to be a series of rearrangements.

  DOI：

  10.1021/jo060523a

文献信息

• Regioselective Synthesis of 3-(2-Hydroxyaryl)pyridines via Arynes and Pyridine <i>N</i>-Oxides
  作者：Cristiano Raminelli、Zhijian Liu、Richard C. Larock

  DOI：10.1021/jo060523a

  日期：2006.6.1

  A variety of substituted 3-( 2-hydroxyphenyl) pyridines have been prepared regioselectively by a transition-metal-free, mild, one-step route, which involves the reaction of pyridine N-oxides with silylaryl triflates in the presence of CsF in acetonitrile at room temperature. These reactions proceed in good yields through what appears to be a series of rearrangements.