(E)-methyl 4'-bromo-5-(4-bromostyryl)-[1,1'-biphenyl]-2-carboxylate | 1648649-16-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: (E)-methyl 4'-bromo-5-(4-bromostyryl)-[1,1'-biphenyl]-2-carboxylate
• 英文别名: methyl 2-(4-bromophenyl)-4-[(E)-2-(4-bromophenyl)ethenyl]benzoate
• CAS: 1648649-16-4
• 化学式: C₂₂H₁₆Br₂O₂
• 分子量: 472.176
• InChiKey: GVOKRSWBJQPMNV-NSCUHMNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-methyl 4'-bromo-5-(4-bromostyryl)-[1,1'-biphenyl]-2-carboxylate 、 苯硼酸 在 四(三苯基膦)钯 、 cesium fluoride 作用下， 以 乙二醇二甲醚 为溶剂， 反应 12.0h， 以51%的产率得到(E)-methyl 5-(2-([1,1'-biphenyl]-4-yl)vinyl)-[1,1':4',1''-terphenyl]-2-carboxylate
  参考文献：
  名称：

  硫叶立德酸介导的多米诺苯环化战略，以构建联芳基，烯化和炔化的苯衍生物

  摘要：

  AbstractAn efficient domino benzannulation strategy with the participation of sulfur ylides for the construction of biaryl compounds is disclosed. It could also be extended to the synthesis of alkenylated and alkynylated benzene derivatives under mild conditions. This versatile strategy combined with traditional metal‐catalyzed cross‐coupling methods should offer a practical route to construct complex multiaryl compounds.magnified image

  DOI：

  10.1002/adsc.201400176
• 作为产物：
  描述：

  对溴苯甲醛 在 caesium carbonate 、 sodium hydroxide 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 5.0h， 生成 (E)-methyl 4'-bromo-5-(4-bromostyryl)-[1,1'-biphenyl]-2-carboxylate
  参考文献：
  名称：

  硫叶立德酸介导的多米诺苯环化战略，以构建联芳基，烯化和炔化的苯衍生物

  摘要：

  AbstractAn efficient domino benzannulation strategy with the participation of sulfur ylides for the construction of biaryl compounds is disclosed. It could also be extended to the synthesis of alkenylated and alkynylated benzene derivatives under mild conditions. This versatile strategy combined with traditional metal‐catalyzed cross‐coupling methods should offer a practical route to construct complex multiaryl compounds.magnified image

  DOI：

  10.1002/adsc.201400176

文献信息

• A Sulfur Ylides-Mediated Domino Benzannulation Strategy to Construct Biaryls, Alkenylated and Alkynylated Benzene Derivatives
  作者：Fei Gao、You Huang

  DOI：10.1002/adsc.201400176

  日期：2014.8.11

  AbstractAn efficient domino benzannulation strategy with the participation of sulfur ylides for the construction of biaryl compounds is disclosed. It could also be extended to the synthesis of alkenylated and alkynylated benzene derivatives under mild conditions. This versatile strategy combined with traditional metal‐catalyzed cross‐coupling methods should offer a practical route to construct complex multiaryl compounds.magnified image