1-(1-(m-tolyl)ethyl)pyridin-2(1H)-one | 1428867-12-2

• 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: 1-(1-(m-tolyl)ethyl)pyridin-2(1H)-one
• 英文别名: 1-[1-(3-Methylphenyl)ethyl]pyridin-2-one；1-[1-(3-methylphenyl)ethyl]pyridin-2-one
• CAS: 1428867-12-2
• 化学式: C₁₄H₁₅NO
• 分子量: 213.279
• InChiKey: OIPBNZWJDRRXKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(1-(m-tolyl)ethoxy)pyridine 在 bis(1,5-cyclooctadiene)iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate 、 sodium acetate 作用下， 以 氯苯 为溶剂， 反应 24.0h， 以67%的产率得到1-(1-(m-tolyl)ethyl)pyridin-2(1H)-one
  参考文献：
  名称：

  Ir(I)-Catalyzed Synthesis of N-Substituted Pyridones from 2-Alkoxypyridines via C–O Bond Cleavage

  摘要：

  A cationic Ir(I) complex-catalyzed O-to-N-alkyl migration in 2-alkoxypyridines bearing a secondary alkyl group on the oxygen atom by C-O bond cleavage is described. The present transformation gave various N-alkylpyridones in moderate to good yields. The addition of sodium acetate played a key role in suppressing beta-hydrogen elimination.

  DOI：

  10.1021/ol400557z

文献信息

• Ir(I)-Catalyzed Synthesis of <i>N</i>-Substituted Pyridones from 2-Alkoxypyridines via C–O Bond Cleavage
  作者：Shiguang Pan、Naoto Ryu、Takanori Shibata

  DOI：10.1021/ol400557z

  日期：2013.4.19

  A cationic Ir(I) complex-catalyzed O-to-N-alkyl migration in 2-alkoxypyridines bearing a secondary alkyl group on the oxygen atom by C-O bond cleavage is described. The present transformation gave various N-alkylpyridones in moderate to good yields. The addition of sodium acetate played a key role in suppressing beta-hydrogen elimination.