[4-(2-Bromophenyl)-1-(4-bromophenyl)butan-2-yl] acetate | 1234715-04-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: [4-(2-Bromophenyl)-1-(4-bromophenyl)butan-2-yl] acetate
• CAS: 1234715-04-8
• 化学式: C₁₈H₁₈Br₂O₂
• 分子量: 426.148
• InChiKey: WMQYUJKHVMUTGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-溴苯硼酸 、 4-(2-溴苯基)-1-丁烯 、 溶剂黄146 在 dppm(AuBr)₂ 、 Selectfluor 作用下， 以 乙腈 为溶剂， 以53%的产率得到[4-(2-Bromophenyl)-1-(4-bromophenyl)butan-2-yl] acetate
  参考文献：
  名称：

  Gold-Catalyzed Three-Component Coupling: Oxidative Oxyarylation of Alkenes

  摘要：

  The three-component coupling of terminal alkenes with arylboronic acids and oxygen nucleophiles is described. The reaction employs a binuclear gold(I) bromide as a catalyst and Selectfluor reagent as the stoichiometric oxidant. Alcohols, carboxylic acids, and water can be employed as oxygen nucleophiles, thus providing an efficient entry into B-aryl ethers, esters, and alcohols from alkenes.

  DOI：

  10.1021/ja1034123

文献信息

• Arylsilanes: Application to Gold-Catalyzed Oxyarylation of Alkenes
  作者：Liam T. Ball、Michael Green、Guy C. Lloyd-Jones、Christopher A. Russell

  DOI：10.1021/ol1019162

  日期：2010.11.5

  Arylsilanes are efficient reagents for the gold-catalyzed oxyarylation of alkenes (21 examples, up to 85% isolated yield). Using commercially available Ph3PAuCl and readily prepared, benign arylsilanes, these two- and three-component reactions proceed smoothly in air. The oxidant, Selectfluor, not only facilitates entry to the Au(I/III) manifold but also provides a fluoride anion for silane activation, thereby avoiding the need for addition of a stoichiometric base.