3-fluoro-2-phenyl-4-(trifluoromethyl)benzo[h]quinoline | 1009565-44-9

• 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-fluoro-2-phenyl-4-(trifluoromethyl)benzo[h]quinoline
• CAS: 1009565-44-9
• 化学式: C₂₀H₁₁F₄N
• 分子量: 341.308
• InChiKey: GDAORPKOPJXEFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-亚苄基-1-萘胺 、 六氟丙酮 以794 mg的产率得到3-fluoro-2-phenyl-4-(trifluoromethyl)benzo[h]quinoline
  参考文献：
  名称：

  One-Pot Synthesis of 3-Fluoro-4-(trifluoromethyl)quinolines from Pentafluoropropen-2-ol and Their Molecular Modification

  摘要：

  Pentafluoropropen-2-ol (PFP) was prepared by the reaction of hexafluoroacetone (HFA) with Mg/TMSCl. The one-pot tandem sequential reactions of PFP via Mannich addition with aldimines followed by Friedel-Crafts cyclization and aromatization afforded the title quinolines. A variety of corresponding 3-substituted quinolines were derived from the title quinoline by nucleophilic substitution of 3-fluorine with nucleophiles. A defluorinative transformation of the 4-trifluoromethyl group of the title quinoline with hydrazine afforded pyrazoloquinoline.

  DOI：

  10.1021/jo702568z

文献信息

• One-Pot Synthesis of 3-Fluoro-4-(trifluoromethyl)quinolines from Pentafluoropropen-2-ol and Their Molecular Modification
  作者：Tsuyoshi Hosokawa、Akemi Matsumura、Toshimasa Katagiri、Kenji Uneyama

  DOI：10.1021/jo702568z

  日期：2008.2.1

  Pentafluoropropen-2-ol (PFP) was prepared by the reaction of hexafluoroacetone (HFA) with Mg/TMSCl. The one-pot tandem sequential reactions of PFP via Mannich addition with aldimines followed by Friedel-Crafts cyclization and aromatization afforded the title quinolines. A variety of corresponding 3-substituted quinolines were derived from the title quinoline by nucleophilic substitution of 3-fluorine with nucleophiles. A defluorinative transformation of the 4-trifluoromethyl group of the title quinoline with hydrazine afforded pyrazoloquinoline.