3'-chloro-2,4,6-trimethoxybiphenyl | 1040196-72-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3'-chloro-2,4,6-trimethoxybiphenyl
• 英文别名: 2-(3-Chlorophenyl)-1,3,5-trimethoxybenzene
• CAS: 1040196-72-2
• 化学式: C₁₅H₁₅ClO₃
• 分子量: 278.735
• InChiKey: AEVIQZGQLXPHIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,4,6-三甲氧基苯甲酸 、 tris(3-chlorophenyl)boroxine 在 palladium(II) trifluoroacetate 、 silver carbonate 、 glyoxal bis(N-methyl-N-phenylhydrazone) 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 以63%的产率得到3'-chloro-2,4,6-trimethoxybiphenyl
  参考文献：
  名称：

  Palladium-catalyzed decarboxylative coupling of benzoic acid derivatives using hydrazone ligands

  摘要：

  Palladium-catalyzed decarboxylative coupling of benzoic acid derivatives with arylboroxins gave biaryls using a catalytic amount of Pd(TFA)(2)-hydrazone Id system with Ag2CO3 at 80 degrees C in good yields. We also found that decarboxylative coupling with aryl(trialkoxy)silanes gave biaryls using a Pd(TFA)(2)-hydrazone 1g system with AgF in good yields. 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.04.017

文献信息

• Pd-catalysed decarboxylative Suzuki reactions and orthogonal Cu-based O-arylation of aromatic carboxylic acids
  作者：Jian-Jun Dai、Jing-Hui Liu、Dong-Fen Luo、Lei Liu

  DOI：10.1039/c0cc04104a

  日期：——

  Pd-catalysed decarboxylative Suzuki reactions and orthogonal Cu-based O-arylation reactions of aromatic carboxylic acids are reported. The new reactions may provide alternative routes for the synthesis of some biaryls and aromatic carboxylic esters.

  钯催化的脱羧Suzuki反应和芳香族羧酸的正交Cu基O-芳基化反应已有报道。新的反应可能为某些联芳基和芳族羧酸酯的合成提供替代途径。
• Copper-Mediated C−H Bond Arylation of Arenes with Arylboronic Acids
  作者：Ikuya Ban、Tomoko Sudo、Tadashi Taniguchi、Kenichiro Itami

  DOI：10.1021/ol8013717

  日期：2008.8.21

  A new copper-mediated cross-coupling of arenes and arylboronic acids is described. Under the influence of Cu(OCOCF3)(2), the C-H bond arylation of electron-rich arenes with arylboronic acids takes place to afford a range of biaryis in good yields. The reaction is selective for cross-coupling; no homocoupling product arising from arenes or arylboronic acids is detected. Multiple C-H bond arylation is possible with indoles and pyrroles furnishing interesting extended pi-systems.