4'-bromo-2,4,6-trimethoxybiphenyl | 1040196-76-6

• 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: 4'-bromo-2,4,6-trimethoxybiphenyl
• 英文别名: 2-(4-Bromophenyl)-1,3,5-trimethoxybenzene
• CAS: 1040196-76-6
• 化学式: C₁₅H₁₅BrO₃
• 分子量: 323.186
• InChiKey: AUYGKJLUHFVMHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 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：

  1,3,5-三甲氧基苯 、 4-溴苯硼酸 在 Cu(TFA)₂*xH₂O 、 三氟乙酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 13.0h， 以47%的产率得到4'-bromo-2,4,6-trimethoxybiphenyl
  参考文献：
  名称：

  Copper-Mediated C−H Bond Arylation of Arenes with Arylboronic Acids

  摘要：

  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.

  DOI：

  10.1021/ol8013717

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。
• Stable Au(I) catalysts for oxidant-free C-H functionalization with iodoarenes
  作者：R. Tyler Mertens、Charles E. Greif、James T. Coogle、Gilles Berger、Sean Parkin、Mark D. Watson、Samuel G. Awuah

  DOI：10.1016/j.jcat.2022.02.019

  日期：2022.4

  oxidant-free gold-catalyzed cross coupling reactions involving aryl halides have been hamstrung by the lack of gold catalysts capable of performing oxidative addition at Au(I) centers. Herein, we report the development of novel tricoordinate Au(I) catalysts supported by N,N-bidentate ligands and ligated by phosphine or arsine ligands for C-H functionalization without external oxidants to form biaryls

  由于缺乏能够在 Au(I) 中心进行氧化加成的金催化剂，涉及芳基卤化物的无氧化剂金催化交叉偶联反应的发展受到阻碍。在此，我们报道了新型三配位Au(I)催化剂的开发，该催化剂由N,N-二齿配体支撑，并通过膦或胂配体连接，在没有外部氧化剂的情况下进行CH官能化，形成无自偶联的联芳基。 Au(I) 催化剂的不对称特性对于促进这种必要的正交变换至关重要。这项研究揭示了 Au(I) 催化在联芳基合成中的另一个潜力。
• 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.