2-(2-(喹啉-2-基)乙基)异吲哚啉-1,3-二酮 | 74273-99-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 中文名称: 2-(2-(喹啉-2-基)乙基)异吲哚啉-1,3-二酮
• 英文名称: N-<2-(2-Quinolyl)ethyl>phthalimide
• 英文别名: 2-(2-(quinolin-2-yl)ethyl)isoindoline-1,3-dione；2-(2-Quinolin-2-ylethyl)isoindole-1,3-dione
• CAS: 74273-99-7
• 化学式: C₁₉H₁₄N₂O₂
• 分子量: 302.332
• InChiKey: PWTKEIJWIRVUEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  50.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-(喹啉-2-基)乙基)异吲哚啉-1,3-二酮 在 platinum(IV) oxide 氢气 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以72%的产率得到N-<2-(1,2,3,4-Tetrahydro-2-quinolyl)ethyl>phthalimide
  参考文献：
  名称：

  Scovill, John P.; Burckhalter, Joseph H., Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 23 - 27

  摘要：

  DOI：
• 作为产物：
  描述：

  喹啉 、 N-乙烯基邻苯亚胺 在 [(cod)₂RhCl]₂ tricyclohexylphosphonium chloride 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 以53%的产率得到2-(2-(喹啉-2-基)乙基)异吲哚啉-1,3-二酮
  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

• SCOVILL J. P.; BURKHALTER J. H., J. HETEROCYCL. CHEM., 1980, 17, NO 1, 23-27
  作者：SCOVILL J. P.、 BURKHALTER J. H.

  DOI：——

  日期：——
• Scovill, John P.; Burckhalter, Joseph H., Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 23 - 27
  作者：Scovill, John P.、Burckhalter, Joseph H.

  DOI：——

  日期：——
• 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.