2,5-双(2-甲氧基苯基)呋喃 | 875153-16-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 中文名称: 2,5-双(2-甲氧基苯基)呋喃
• 英文名称: 2,5-bis(2-methoxyphenyl)furan
• 英文别名: 2,5-Bis(2-methoxyphenyl)furan
• CAS: 875153-16-5
• 化学式: C₁₈H₁₆O₃
• 分子量: 280.323
• InChiKey: LGBVTPGAVMLUBU-UHFFFAOYSA-N

物化性质

• 沸点：
  356.4±32.0 °C(Predicted)
• 密度：
  1.117±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  31.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-(2-methoxyphenyl)prop-2-ynoic acid 在 copper(l) iodide 、 1,10-菲罗啉 、 水 、 potassium carbonate 、 potassium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 12.0h， 以79%的产率得到2,5-双(2-甲氧基苯基)呋喃
  参考文献：
  名称：

  Copper-catalyzed direct synthesis of furans and thiophenes via decarboxylative coupling of alkynyl carboxylic acids with H2O or Na2S

  摘要：

  2,5-Diaryl-substituted furans were synthesized from the copper-catalyzed decarboxylative coupling of aryl-substituted aryl propiolic acids in the presence of H2O. The homocoupling of alkynyl carboxylic acids provided 1,4-diaryldiynes, which then reacted with H2O to give the desired furans through cyclization. Addition of the copper catalyst was critical, and the addition of a ligand increased the yield of products in both the homocoupling and cyclization reactions. In addition, thiophenes could be obtained when the reaction was conducted in the presence of Na2S. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.05.017

文献信息

• Ruthenium(<scp>ii</scp>)-catalyzed chemoselective deacylative annulation of 1,3-diones with sulfoxonium ylides <i>via</i> C–C bond activation
  作者：Si Wen、Weiwei Lv、Dan Ba、Jing Liu、Guolin Cheng

  DOI：10.1039/c9sc03245b

  日期：——

  successful example of deacylative annulation of 1,3-diones with sulfoxonium ylides was achieved through Ru(ii)-catalyzed C-C bond activation. The excellent chemoselectivity and broad substrate scope render this method a practical and versatile approach for the preparation of (hetero)aryl and alkenyl substituted furans, which are valuable units in many biologically active compounds and functional materials

  通过Ru（ii）催化的CC键活化，实现了第一个成功的1,3-二酮与亚砜基酰基化脱酰基反应的成功例子。出色的化学选择性和广泛的底物范围使该方法成为制备（杂）芳基和烯基取代的呋喃的实用且通用的方法，这是许多生物活性化合物和功能材料中的重要单元。初步的机理研究表明，该过程涉及脱酰基α-钌基化反应，以生成关键的烷基Ru（ii）中间体，并释放出苯甲酸片段。
• Copper-catalyzed direct synthesis of furans and thiophenes via decarboxylative coupling of alkynyl carboxylic acids with H2O or Na2S
  作者：Francis Mariaraj Irudayanathan、Gabriel Charles Edwin Raja、Sunwoo Lee

  DOI：10.1016/j.tet.2015.05.017

  日期：2015.7

  2,5-Diaryl-substituted furans were synthesized from the copper-catalyzed decarboxylative coupling of aryl-substituted aryl propiolic acids in the presence of H2O. The homocoupling of alkynyl carboxylic acids provided 1,4-diaryldiynes, which then reacted with H2O to give the desired furans through cyclization. Addition of the copper catalyst was critical, and the addition of a ligand increased the yield of products in both the homocoupling and cyclization reactions. In addition, thiophenes could be obtained when the reaction was conducted in the presence of Na2S. (C) 2015 Elsevier Ltd. All rights reserved.