2-(3-nitro-2-phenylpropyl)quinoline | 1422009-75-3

• 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: 2-(3-nitro-2-phenylpropyl)quinoline
• CAS: 1422009-75-3
• 化学式: C₁₈H₁₆N₂O₂
• 分子量: 292.337
• InChiKey: SHMHLONJAMIWAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  58.7
• 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 、 反式硝基苯乙烯 在 pepsin 作用下， 以 二甲基亚砜 为溶剂， 反应 60.0h， 以64%的产率得到2-(3-nitro-2-phenylpropyl)quinoline
  参考文献：
  名称：

  胃蛋白酶催化2-甲基氮杂芳烃的苄基sp3 CH官能化反应

  摘要：

  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.

  DOI：

  10.3987/com-18-13941

文献信息

• Microwave promoted catalyst-free benzylic C–H functionalization of methyl quinoline and Michael addition to beta-nitro styrene
  作者：N. Nageswara Rao、H.M. Meshram

  DOI：10.1016/j.tetlet.2013.01.007

  日期：2013.3

  A catalyst-free aqueous mediated C–H activation of methyl quinolines and addition to various beta-nitro styrenes were executed under Microwave irradiation. Catalyst-free, additive free, simple workup, clean reaction conditions, easy isolation and environmentally benign medium are the best features of the present protocol.

  在微波辐射下进行了无催化剂的水介导的甲基喹啉的CH活化和向各种β-硝基苯乙烯的加成。无催化剂，无添加剂，简单的后处理，干净的反应条件，易于分离和对环境无害的介质是本方案的最佳特征。
• 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.
• An addition of benzylic sp3 C–H to electron-deficient olefins
  作者：Hong-Ying Li、Li-Juan Xing、Tong Xu、Peng Wang、Rui-Hua Liu、Bin Wang

  DOI：10.1016/j.tetlet.2012.11.100

  日期：2013.2

  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.