2-(2-butyl-6-methoxyphenyl)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: 2-(2-butyl-6-methoxyphenyl)pyridine
• 化学式: C₁₆H₁₉NO
• 分子量: 241.333
• InChiKey: SIAGHFJQDRVMSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 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-碘吡啶 在 copper(l) iodide 、 四(三苯基膦)钯 、 四丁基碘化铵 、 正丁胺 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 22.0h， 生成 2-(2-butyl-6-methoxyphenyl)pyridine
  参考文献：
  名称：

  Anionic Cycloaromatization of 1-Aryl-3-hexen-1,5-diynes Initiated by Methoxide Addition:  Synthesis of Phenanthridinones, Benzo[c]phenanthridinones, and Biaryls

  摘要：

  Treatment of 2-((Z)-6-substituted-3-hexene-1,5-diynyl)benzonitriles with sodium methoxide in refluxing methanol in the presence of a polar aprotic solvent, such as DMSO, HMPA, THF, or 18-crown-6, gave phenanthridinones in 21-77% yields. In these cases, addition of 10% DMSO into the reaction mixture gave the highest yield. On the other hand, methanolysis of 2-(2-(2-dalkynylphenyl)ethynyl)benzonitriles under the same reaction conditions gave benzo[c]phenanthridinones in 31-57% yields. Methanolysis of (Z)-1-aryl-3-hexen-1,5-diynes in the presence of 2 equiv of tetrabutylammonium iodide gave biaryls in 14-64% yields. It is found that the reactions with aryl groups bearing electron-withdrawing groups proceeded at greater rates and gave better yields.

  DOI：

  10.1021/jo010693h

文献信息

• Palladium-Catalyzed Electrochemical C–H Alkylation of Arenes
  作者：Qi-Liang Yang、Chuan-Zeng Li、Liang-Wei Zhang、Yu-Yan Li、Xiaofeng Tong、Xin-Yan Wu、Tian-Sheng Mei

  DOI：10.1021/acs.organomet.8b00550

  日期：2019.3.25

  electrochemical C–H functionalization reactions have emerged as attractive tools for organic synthesis. This process offers an alternative to conventional methods that require harsh chemical oxidants. However, this electrolysis requires divided cells to avoid catalyst deactivation by cathodic reduction. Herein, we report the first example of palladium-catalyzed electrochemical C–H alkylation of arenes using

  钯催化的电化学C–H官能化反应已成为有机合成的诱人工具。该方法为需要苛刻化学氧化剂的常规方法提供了一种替代方法。然而，这种电解需要分裂的电池以避免通过阴极还原使催化剂失活。在这里，我们报告了使用未拆分的电化学池在水中钯催化的芳烃电化学C–H烷基化的第一个例子，从而为将烷基引入芳烃提供了实用的解决方案。