7-fluoro-2,3,4,9-tetrahydro-1H-xanthen-1-one | 1407096-56-3

• 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: 7-fluoro-2,3,4,9-tetrahydro-1H-xanthen-1-one
• 英文别名: 7-Fluoro-2,3,4,9-tetrahydroxanthen-1-one；7-fluoro-2,3,4,9-tetrahydroxanthen-1-one
• CAS: 1407096-56-3
• 化学式: C₁₃H₁₁FO₂
• 分子量: 218.228
• InChiKey: YEJGJUVEWWYHJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  7-fluoro-2,3,4,4a-tetrahydroxanthen-1-one 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以25%的产率得到7-fluoro-2,3,4,9-tetrahydro-1H-xanthen-1-one
  参考文献：
  名称：

  Lewis酸促进四氢氧杂蒽酮的双键异构化

  摘要：

  本文报道了一种四氢氧杂蒽酮双键异构化的方法。四氢氧杂蒽酮很容易从水杨醛和环烯酮中获得，并在用 AlCl3 处理后发生异构化。研究了产物的异构化机理和后续化学反应。后续化学反应如不对称 Corey-Bakshi-Shibata (CBS) 还原提供了高度官能化的四氢氧杂蒽酮。

  DOI：

  10.1002/ejoc.201201009

文献信息

• Copper(I)-Catalyzed Intramolecular O-Arylation for the Synthesis of 2,3,4,9-Tetrahydro-1<i>H</i>-xanthen-1-ones with Low Loads of CuCl
  作者：Kavitha Sudheendran、Chandi C. Malakar、Jürgen Conrad、Uwe Beifuss

  DOI：10.1021/jo3018318

  日期：2012.11.16

  As little as 0.5 mol % CuCl is sufficient to catalyze the intramolecular O-arylation of easily accessible 2-(2-bromobenzyl)cyclohexane-1,3-diones to provide the corresponding 2,3,4,9-tetrahydro-1H-xanthen-1-ones with yields ranging from 83% to 99%.
• Copper-Catalysed One-Pot Synthesis of 2,3,4,9-Tetrahydro-1H-Xanthen-1-Ones from 2-Halobenzylbromides and Cyclic-1,3-Diketones in Water
  作者：Zuxing Mao、Xinhai Zhu、Yiqian Wan

  DOI：10.1007/s10562-015-1538-z

  日期：2015.8

  A simple, environmentally friendly, tandem C-benzylation and intramolecular O-arylation for the sequential one-pot synthesis of functionalised 4H-chromenes is reported. The reactions between 2-halobenzylbromides and cyclic-1,3-diketones were catalysed by CuO/oxalohydrazide/hexane-2,5-dione in water to produce 2,3,4,9-tetrahydro-1H-xanthen-1-ones in moderate to high yields.A simple, environmental friendly, tandem C-benzylation and intramolecular O-arylation for the sequential one-pot synthesis of 2,3,4,9-tetrahydro-1H-xanthen-1-ones in water is described.
• Lewis Acid Promoted Double Bond Isomerization of Tetrahydroxanthones
  作者：Anna M. Linsenmeier、Stefan Bräse

  DOI：10.1002/ejoc.201201009

  日期：2012.11

  Herein, a method for the isomerization of the double bonds in tetrahydroxanthones is reported. Tetrahydroxanthones are readily available from salicylaldehydes and cycloalkenones and undergo isomerization upon treatment with AlCl3. The mechanism of the isomerization and follow-up chemistry of the products were investigated. Follow-up chemistry such as asymmetric Corey–Bakshi–Shibata (CBS) reduction

  本文报道了一种四氢氧杂蒽酮双键异构化的方法。四氢氧杂蒽酮很容易从水杨醛和环烯酮中获得，并在用 AlCl3 处理后发生异构化。研究了产物的异构化机理和后续化学反应。后续化学反应如不对称 Corey-Bakshi-Shibata (CBS) 还原提供了高度官能化的四氢氧杂蒽酮。