2-methyl-4-(1-phenylethyl)quinoline | 1262098-84-9

• 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-methyl-4-(1-phenylethyl)quinoline
• 英文别名: 4-(1-phenylethyl)-quinaldine
• CAS: 1262098-84-9
• 化学式: C₁₈H₁₇N
• 分子量: 247.34
• InChiKey: QOMKTTXAVCLYGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  12.89
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  苯乙烯 、 2-甲基喹啉 在 吡啶 、 正丁基锂 、 cobalt(II) acetate 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 20.0h， 以70%的产率得到2-methyl-4-(1-phenylethyl)quinoline
  参考文献：
  名称：

  钴催化的喹啉的C-4选择性烷基化

  摘要：

  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

  DOI：

  10.1002/adsc.201300991

文献信息

• Reactivity of benzyl radicals: The trapping of primary, secondary and tertiary benzyl radicals with heterocyclic bases
  作者：Luigi Brivio、Tullio Caronna、Francesca Fontana、Cristian Gambarotti、Andrea Mele、Isabella Natali Sora、Carlo Punta、Francesco Recupero

  DOI：10.1016/j.jphotochem.2010.05.026

  日期：2010.7

  A photochemical benzylation of protonated quinolines was realized by single electron transfer (SET) to the excited state of the quinoline from the aromatic reactant. The benzylated product is formed by cross-coupling between the benzyl radical and the heterocyclic radical when they are in close proximity to one another. This allows the formation of products which are, to the best of our knowledge, unaccessible in other ways and which have now been obtained for the first time. (C) 2010 Elsevier B.V. All rights reserved.