isobutyl 3-(quinolin-2-yl)butanoate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: isobutyl 3-(quinolin-2-yl)butanoate
• 英文别名: 2-Methylpropyl 4-quinolin-2-ylbutanoate；2-methylpropyl 4-quinolin-2-ylbutanoate
• 化学式: C₁₇H₂₁NO₂
• 分子量: 271.359
• InChiKey: DCRBHHCIPZZPKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  喹啉 、 乙烯基乙酸异丁酯 在 [(cod)₂RhCl]₂ tricyclohexylphosphonium chloride 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 以57%的产率得到isobutyl 3-(quinolin-2-yl)butanoate
  参考文献：
  名称：

  Rh(I)-Catalyzed Alkylation of Quinolines and Pyridines via C−H Bond Activation

  摘要：

  The scope of heterocycle ortho-alkylation has been dramatically expanded to include pharmaceutically important pyridines and quinolines, which contain only a single nitrogen. The reactions, which are conducted at a high concentration (0.8 M), can be performed with catalyst loadings as low as 1% Rh. Substitution ortho to the heterocycle ring nitrogen is required for efficient alkylation and is consistent with the intermediacy of a Rh-carbene intermediate similar to those proposed in our earlier work.

  DOI：

  10.1021/ja070388z

文献信息

• Rh(I)-Catalyzed Alkylation of Quinolines and Pyridines via C−H Bond Activation
  作者：Jared C. Lewis、Robert G. Bergman、Jonathan A. Ellman

  DOI：10.1021/ja070388z

  日期：2007.5.1

  The scope of heterocycle ortho-alkylation has been dramatically expanded to include pharmaceutically important pyridines and quinolines, which contain only a single nitrogen. The reactions, which are conducted at a high concentration (0.8 M), can be performed with catalyst loadings as low as 1% Rh. Substitution ortho to the heterocycle ring nitrogen is required for efficient alkylation and is consistent with the intermediacy of a Rh-carbene intermediate similar to those proposed in our earlier work.