| 1332635-72-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• CAS: 1332635-72-9
• 化学式: C₁₅H₁₄F₃NO₃
• 分子量: 313.276
• InChiKey: BHBGKHUFBGRFIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.38
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  50.52
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  、 4-甲基苯肼盐酸盐 在 对甲苯磺酸 作用下， 以 氯苯 为溶剂， 以94%的产率得到3-(2-(4-methylphenylhydrazono)-1,1,1-trifluoroeth-2-yl)coumarin
  参考文献：
  名称：

  Novel coumarin fluorescent dyes: Synthesis, structural characterization and recognition behavior towards Cu(II) and Ni(II)

  摘要：

  A series of novel coumarin dyes (3-12) were designed and synthesized. The structures of the dyes were characterized by IR, H-1 NMR, C-13 NMR, F-19 NMR, MS and single crystal X-ray diffraction. 3-(2-Benzoylhydrazonotrifluoroethyl)-7-(N,N-diethylamino)coumarin (11) could recognize Cu2+ and Ni2+ selectively in aqueous solution. Upon addition of Cu2+ or Ni2+ to 11 a blue shift or a bathochromatic shift of the absorption band was observed while the emission band blue-shifted with decrease in the fluorescence intensity. Upon addition of Cu2+ the color of the solution of 11 changed from orange to red. The results showed that 11 could be used as an optical chemosensor of Cu2+ and Ni2+. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.05.011
• 作为产物：
  描述：

  2-hydroxyl-2-trifluoromethyl-3-ethoxycarbonyl-7-(N,N-diethylamino)-2H-1-chromene 在 对甲苯磺酸 作用下， 以 氯苯 为溶剂， 反应 4.0h， 以91%的产率得到
  参考文献：
  名称：

  Novel coumarin fluorescent dyes: Synthesis, structural characterization and recognition behavior towards Cu(II) and Ni(II)

  摘要：

  A series of novel coumarin dyes (3-12) were designed and synthesized. The structures of the dyes were characterized by IR, H-1 NMR, C-13 NMR, F-19 NMR, MS and single crystal X-ray diffraction. 3-(2-Benzoylhydrazonotrifluoroethyl)-7-(N,N-diethylamino)coumarin (11) could recognize Cu2+ and Ni2+ selectively in aqueous solution. Upon addition of Cu2+ or Ni2+ to 11 a blue shift or a bathochromatic shift of the absorption band was observed while the emission band blue-shifted with decrease in the fluorescence intensity. Upon addition of Cu2+ the color of the solution of 11 changed from orange to red. The results showed that 11 could be used as an optical chemosensor of Cu2+ and Ni2+. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.05.011

文献信息

• Phosphine-Mediated [3+2] Cyclization for the Synthesis of Coumarin-Based CF3-Containing Furanones
  作者：Wenhao Gan、Junfeng Fu、Yongjiang Wang、Xiaoyu Han、Zhixiang Zhou、Sheng Cao、Zhipeng Zhang

  DOI：10.1055/s-0042-1751434

  日期：2023.8

  A tertiary phosphine-mediated [3+2] cyclization reaction of ynones with fluorinated coumarin derivatives has been developed to give a series of coumarin-based CF3-containing furanones in moderate to good yields under mild reaction conditions. Preliminary investigation into their antitumor activities is also presented.

  已经开发了叔膦介导的炔酮与氟化香豆素衍生物的 [3+2] 环化反应，在温和的反应条件下以中等至良好的产率得到一系列基于香豆素的含 CF 3的呋喃酮。还介绍了对其抗肿瘤活性的初步调查。