6-甲基-2-(1-苯基乙基)喹啉 | 211874-53-2

• 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
• 中文名称: 6-甲基-2-(1-苯基乙基)喹啉
• 英文名称: Quinoline, 6-methyl-2-(1-phenylethyl)-
• 英文别名: 6-methyl-2-(1-phenylethyl)quinoline
• CAS: 211874-53-2
• 化学式: C₁₈H₁₇N
• 分子量: 247.34
• InChiKey: XSCPWGRJGANVJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-(2-Ethynyl-4-methyl-phenyl)-2-phenyl-propionamide 在 吡啶 、 florisil 、 1,4-环己二烯 、 phosphorus pentoxide 作用下， 反应 72.0h， 以31%的产率得到6-甲基-2-(1-苯基乙基)喹啉
  参考文献：
  名称：

  Two Novel Thermal Biradical Cyclizations of Enyne-Ketenimines: Theory, Experiment, and Synthetic Potential

  摘要：

  Both benzocarbazoles and quinolines can be synthesized from enyne ketenimines 1 generated in situ via biradical intermediates (see reaction below). Which of the heterocyclic ring systems is formed depends on the choice of the substituent R1 at the alkyne terminus.

  DOI：

  10.1002/(sici)1521-3773(19980619)37:11<1562::aid-anie1562>3.0.co;2-h

文献信息

• Cobalt-Catalyzed C-4 Selective Alkylation of Quinolines
  作者：Shohei Yamamoto、Yutaka Saga、Takashi Andou、Shigeki Matsunaga、Motomu Kanai

  DOI：10.1002/adsc.201300991

  日期：2014.2.10

  AbstractThe cobalt‐catalyzed direct C‐4 selective alkylation of quinolines is described. The reaction conditions used previously for pyridines were fully modified to achieve C‐4 selectivity in quinoline alkylation. Cobalt(II) acetate [Co(OAc)2] (2–4 mol%) in combination with butyllithium (BuLi) and pyridine was best, and C‐4 alkylation proceeded in 54–95% yield with C‐4/C‐2=>20:1–2.5:1 and branched/linear=>20:1 selectivity.magnified image
• Two Novel Thermal Biradical Cyclizations of Enyne-Ketenimines: Theory, Experiment, and Synthetic Potential
  作者：Michael Schmittel、Jens-Peter Steffen、Miguel Á. Wencesla Ángel、Bernd Engels、Christian Lennartz、Michael Hanrath

  DOI：10.1002/(sici)1521-3773(19980619)37:11<1562::aid-anie1562>3.0.co;2-h

  日期：1998.6.19

  Both benzocarbazoles and quinolines can be synthesized from enyne ketenimines 1 generated in situ via biradical intermediates (see reaction below). Which of the heterocyclic ring systems is formed depends on the choice of the substituent R1 at the alkyne terminus.