3-(4′-chlorophenyl)-2,3,4,9-tetrahydro-1H-xanthen-1-one | 1407096-51-8

• 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: 3-(4′-chlorophenyl)-2,3,4,9-tetrahydro-1H-xanthen-1-one
• 英文别名: 3-(4-Chlorophenyl)-2,3,4,9-tetrahydroxanthen-1-one；3-(4-chlorophenyl)-2,3,4,9-tetrahydroxanthen-1-one
• CAS: 1407096-51-8
• 化学式: C₁₉H₁₅ClO₂
• 分子量: 310.78
• InChiKey: VLPJWHVTZOTBIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-[(2-bromophenyl)methyl]-5-(4-chlorophenyl)-3-hydroxy-2-cyclohexen-1-one 在 caesium carbonate 、 三甲基丙酮酸 、 copper(l) chloride 作用下， 反应 7.0h， 以93%的产率得到3-(4′-chlorophenyl)-2,3,4,9-tetrahydro-1H-xanthen-1-one
  参考文献：
  名称：

  Copper(I)-Catalyzed Intramolecular O-Arylation for the Synthesis of 2,3,4,9-Tetrahydro-1H-xanthen-1-ones with Low Loads of CuCl

  摘要：

  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%.

  DOI：

  10.1021/jo3018318

文献信息

• Copper-catalyzed tandem reaction of 2-bromobenzyl bromides with 1,3-dicarbonyl compounds leading to 4H-chromenes
  作者：Xin Ying Zhang、Liang Liang Fang、Nan Liu、Hua Yue Wu、Xue Sen Fan

  DOI：10.1016/j.cclet.2012.08.005

  日期：2012.10

  A Cu(I)-catalyzed one-pot tandem reaction of 2-bromobenzyl bromides with 1,3-dicarbonyl compounds leading to 4H-chromene derivatives has been developed. This new approach toward 4H-chromenes combines several reactions in one pot and builds molecular complexity from readily available starting materials.

  已开发出Cu（I）催化的2-溴苄基溴与1,3-二羰基化合物的一锅串联反应，从而导致4 H-色烯衍生物。这种针对4 H-苯甲基的新方法可在一锅中将多个反应结合在一起，并从易于获得的起始原料中增强分子的复杂性。
• 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%.