8-Imino-8H-5,13-dioxa-pentaphen-14-one | 359721-62-3

• 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: 8-Imino-8H-5,13-dioxa-pentaphen-14-one
• CAS: 359721-62-3
• 化学式: C₂₀H₁₁NO₃
• 分子量: 313.312
• InChiKey: CXACBVQFIZHKOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.33
• 重原子数：
  24.0
• 可旋转键数：
  0.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.2
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  8-Imino-8H-5,13-dioxa-pentaphen-14-one 在 硫酸 作用下， 反应 20.0h， 以69%的产率得到chromeno[2,3-a]xanthene-8,14-dione
  参考文献：
  名称：

  Synthesis of Dixanthones and Poly(dixanthone)s by Cyclization of 2-Aryloxybenzonitriles in Trifluoromethanesulfonic Acid

  摘要：

  [GRAPHICS]Condensation of 2-fluorobenzonitriles with phenoxides affords 2-aryloxybenzonitriles that cyclize cleanly in trifluoromethanesulfonic acid at room temperature to give xanthone-iminium triflates, The C=N bond in these compounds is remarkably resistant to hydrolysis, but prolonged reaction with strong aqueous acid under vigorous conditions affords xanthones in good yield. The synthesis is exemplified for a novel series of polynuclear dixanthones and for a high molar mass polyxanthone derived from the previously unreported monomer 3,3 ' -difluoro-4,4 ' biphenyldicarbonitrile.

  DOI：

  10.1021/ol010097+
• 作为产物：
  描述：

  2-[3-(2-Cyanophenoxy)phenoxy]benzonitrile 在 三氟甲磺酸 、 sodium hydroxide 作用下， 反应 34.0h， 以88%的产率得到8-Imino-8H-5,13-dioxa-pentaphen-14-one
  参考文献：
  名称：

  Synthesis of Dixanthones and Poly(dixanthone)s by Cyclization of 2-Aryloxybenzonitriles in Trifluoromethanesulfonic Acid

  摘要：

  [GRAPHICS]Condensation of 2-fluorobenzonitriles with phenoxides affords 2-aryloxybenzonitriles that cyclize cleanly in trifluoromethanesulfonic acid at room temperature to give xanthone-iminium triflates, The C=N bond in these compounds is remarkably resistant to hydrolysis, but prolonged reaction with strong aqueous acid under vigorous conditions affords xanthones in good yield. The synthesis is exemplified for a novel series of polynuclear dixanthones and for a high molar mass polyxanthone derived from the previously unreported monomer 3,3 ' -difluoro-4,4 ' biphenyldicarbonitrile.

  DOI：

  10.1021/ol010097+