1-(4-methoxyphenyl)-2-(9H-xanthen-9-yl)ethanone | 1371535-27-1

• 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: 1-(4-methoxyphenyl)-2-(9H-xanthen-9-yl)ethanone
• CAS: 1371535-27-1
• 化学式: C₂₂H₁₈O₃
• 分子量: 330.383
• InChiKey: LHYSBLLJXYYUIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.21
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  占吨酮 在 aluminum (III) chloride 、 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 5.0h， 生成 1-(4-methoxyphenyl)-2-(9H-xanthen-9-yl)ethanone
  参考文献：
  名称：

  AlCl3催化二芳基甲醇与酮或醛的直接偶联反应

  摘要：

  在AlCl 3的催化下，已开发出一种新的二芳基甲醇与酮或醛的偶联反应。各种酮和醛可以与9 H-黄嘌呤-9-醇顺利偶联，偶联产物的收率在48％–88％之间。提出了使用AlCl 3活化二芳基甲醇和酮或醛的合理机理。

  DOI：

  10.1002/cjoc.201400516

文献信息

• Synthesis of 9-substituted xanthenes by the condensation of arynes with ortho-hydroxychalcones
  作者：Chun Lu、Anton V. Dubrovskiy、Richard C. Larock

  DOI：10.1016/j.tetlet.2012.02.072

  日期：2012.4

  The reaction of o-(trimethylsilyl)aryl triflates, CsF, and o-hydroxychalcones affords a general and efficient way to prepare biologically interesting 9-substituted xanthenes. This chemistry presumably proceeds by the tandem intermolecular nucleophilic attack of the phenoxide of the chalcone on the aryne and subsequent intramolecular Michael addition. The introduction of an external base, Cs2CO3, has proven beneficial in this reaction. (c) 2012 Elsevier Ltd. All rights reserved.
• Photoredox C( <i>sp</i> ³ )−C( <i>sp</i> ³ ) Cross‐Dehydrogenative Coupling of Xanthene with β‐keto Moiety using MoS ₂ Quantum Dot (QD) Catalyst.
  作者：Jiteshkumar P. Deore、Mrinmoy De

  DOI：10.1002/adsc.202200231

  日期：2022.9.6

  AbstractVisible light‐mediated Cross‐Dehydrogenative Coupling of Xanthene with β‐keto moieties has been developed using MoS2 Quantum Dot (QD) as a photoredox catalyst. Interesting features of this strategy includes circumventing the requisite of pre‐functionalized starting material, broad substrate scope, mild reaction condition, water as a solvent system, and recyclability of catalyst up to six cycles without loss of yield and selectivity. We have also enlightened the Kinetic Solvent Isotope Effect (KSIE) by scrutinizing the aspect of triplet‐to‐triplet photo energy transfer. The reductive quenching mechanism of QD photocatalyst has been endorsed by cyclic voltametric study.magnified image