3-butyl-benzo[f]quinoline | 853924-15-9

• 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: 3-butyl-benzo[f]quinoline
• 英文别名: 3-Butylbenzo[f]quinoline；3-butylbenzo[f]quinoline
• CAS: 853924-15-9
• 化学式: C₁₇H₁₇N
• 分子量: 235.329
• InChiKey: YIFPAVKIUVFMJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 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：

  5.6-苯并喹啉 、 正丁基锂 在 乙二醇二甲醚 、 水 作用下， 以 乙醚 、 正己烷 为溶剂， 以84%的产率得到3-butyl-benzo[f]quinoline
  参考文献：
  名称：

  Direct Functionalization of Benzoquinolines

  摘要：

  The first direct lithiation of the pyridine ring of benzo[h]- and benzo[f]- quinolines is reported. The method allowed the introduction of different electrophiles (Cl, Br and SPh) in 2-position. Other groups were introduced by direct nucleophilic addition of alkyllithiums allowing further transformations to functional groups such as esters and thiolesters.

  DOI：

  10.2174/157017810790533986

文献信息

• A Multicomponent Coupling Sequence for Direct Access to Substituted Quinolines
  作者：Supriyo Majumder、Kevin R. Gipson、Aaron L. Odom

  DOI：10.1021/ol901855b

  日期：2009.10.15

  A titanium-catalyzed three-component coupling reaction can be used to generate tautomers of N-aryl-1,3-diimines. Simple treatment of these products with acetic acid leads to cyclization forming quinoline derivatives in a one-pot procedure. The primary amines employed can be substituted anilines, aminonaphthalenes, or even heterocyclic amines, which leads to a variety of fused-ring heterocyclic frameworks. The one-pot yields varied from 25-71% for the 18 examples presented in this study.