1-benzyl-3-(quinolin-2-ylmethyl)pyrrolidine-2,5-dione | 1422009-74-2

• 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: 1-benzyl-3-(quinolin-2-ylmethyl)pyrrolidine-2,5-dione
• CAS: 1422009-74-2
• 化学式: C₂₁H₁₈N₂O₂
• 分子量: 330.386
• InChiKey: DBPCEGKLGVWENC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  50.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-甲基喹啉 、 N-苄基马来酰亚胺 以 二甲基亚砜 为溶剂， 反应 10.0h， 以40%的产率得到1-benzyl-3-(quinolin-2-ylmethyl)pyrrolidine-2,5-dione
  参考文献：
  名称：

  An addition of benzylic sp3 C–H to electron-deficient olefins

  摘要：

  An addition of benzylic sp3 C-H to electron-deficient olefins has been developed. This reaction provides a new method for the benzylic C-H bond functionalization of azaarenes without using any catalyst and additives. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.11.100

文献信息

• Functionalization of Benzylic sp3 C-H of 2-Methylazaarenes in Deep Eutectic Solvent
  作者：Zong-Bo Xie、Zhang-Gao Le、Guo-Qing Chen、Feng Ai、Jin Lan、Zhong-Sheng Chen、Zhi-Yu Hu

  DOI：10.3987/com-19-14113

  日期：——

  The catalyst-free addition of 2-methylazaarene benzylic sp(3) C-H to electron-deficient olefins in deep eutectic solvents is reported. Moderate to good yields were obtained in 2 h at 80 degrees C in deep eutectic solvents. The method was operationally easy and involved mild reaction conditions. This expands the application of deep eutectic solvent in sp(3) C-H functionalization reaction.
• Benzylic sp3 C-H Functionalization Reaction of 2-Methylazaarenes Catalyzed by Pepsin
  作者：Zong-Bo Xie、Zhang-Gao Le、Feng Ai、Guo-Qing Chen、Jiu-Jian Ji、Zhi-Qiang Zhu

  DOI：10.3987/com-18-13941

  日期：——

  In this work, the addition of 2-methylazaarenes benzylic sp(3) C-H to electron-deficient olefins, catalyzed by pepsin from pig gastric mucosa was reported. A series of azaarene derivatives (1 mmol) were obtained in good yields at 60 degrees C for 60 similar to 72 h with 20 mg pepsin as catalyst. This is a facile method and the reaction conditions are mild, which expands the application of biocatalysis in sp(3) C-H functionalization of azaarenes.