4-trifluoroacetyl-2,3-dihydro-1H-xanthene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 4-trifluoroacetyl-2,3-dihydro-1H-xanthene
• 英文别名: 1-(2,3-dihydro-1H-xanthen-4-yl)-2,2,2-trifluoroethanone
• 化学式: C₁₅H₁₁F₃O₂
• 分子量: 280.246
• InChiKey: HASLJHLAJSKCKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  邻甲基苄醇 、 2-(三氟乙酰基)环己酮 在 三氟化硼乙醚 作用下， 以 异丙醇 为溶剂， 反应 10.0h， 以30%的产率得到4-trifluoroacetyl-2,3-dihydro-1H-xanthene
  参考文献：
  名称：

  摘要：

  Polyfluorinated 1,3-diketones containing carbocycles react with aldehydes under Lewis-acid catalysis and also with dimethylformamide-dimetylacetal without catalysis, yielding exclusively (E)-configured condensation products involving the methylene group of the carbocycle. Novel trifluoromethylated chromenes are prepared from 2-trifluoroacetylcycloalkanones and salicylaldehyde. The structures of two new compounds, 2-(E)-benzylidene-6-trifluoroacetylcyclohexanone and 4-trifluoroacetyl-2,3-dihydro-1H-xantene, are confirmed by X-ray structure analysis.

  DOI：

  10.1071/ch01027

文献信息

• ——
  作者：D. V. Sevenard、O. G. Khomutov、M. I. Kodess、K. I. Pashkevich、I. Loop、E. Lork、G.-V. Röschenthaler

  DOI：10.1071/ch01027

  日期：——

  Polyfluorinated 1,3-diketones containing carbocycles react with aldehydes under Lewis-acid catalysis and also with dimethylformamide-dimetylacetal without catalysis, yielding exclusively (E)-configured condensation products involving the methylene group of the carbocycle. Novel trifluoromethylated chromenes are prepared from 2-trifluoroacetylcycloalkanones and salicylaldehyde. The structures of two new compounds, 2-(E)-benzylidene-6-trifluoroacetylcyclohexanone and 4-trifluoroacetyl-2,3-dihydro-1H-xantene, are confirmed by X-ray structure analysis.