(E)-butyl 3-(4-bromo-3-methylphenyl)acrylate | 1402975-31-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-butyl 3-(4-bromo-3-methylphenyl)acrylate
• CAS: 1402975-31-8
• 化学式: C₁₄H₁₇BrO₂
• 分子量: 297.192
• InChiKey: CKJOWWBZWROIFC-SOFGYWHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.11
• 重原子数：
  17.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (E)-butyl 3-(4-bromo-3-methylphenyl)acrylate 、 4-氯苯硼酸 在 3-mesityl-1-(2-pyrimidine)imidazolium chloride 、 palladium diacetate 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 butyl (E)-3-(4'-chloro-2-methylbiphenyl-4-yl)acrylate
  参考文献：
  名称：

  Palladium/Imidazolium salt as a versatile catalyst for sequential coupling reactions of aryl dihalides to unsymmetrically substituted arenes

  摘要：

  A simple method for one-pot sequential Heck/Suzuki Coupling reactions of a range of substituted aryl dihalides has been described The Pd(OAc)(2)/imidazolium system catalyzed double coupling reactions proceed Without isolation of the intermediates giving unsymmetrically polysubstituted biphenyls ill good to excel lent yields Further couplings of the resultant products bearing additional C-Cl bonds with substituted arylboronic acids or amines lead to unsymmetrical terphenyls and aminobiphenyl derivatives (C) 2009 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2009.12.043
• 作为产物：
  描述：

  丙烯酸丁酯 、 2-溴-5-碘甲苯 在 3-mesityl-1-(2-pyrimidine)imidazolium chloride 、 sodium acetate 、 palladium diacetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 (E)-butyl 3-(4-bromo-3-methylphenyl)acrylate
  参考文献：
  名称：

  Palladium/Imidazolium salt as a versatile catalyst for sequential coupling reactions of aryl dihalides to unsymmetrically substituted arenes

  摘要：

  A simple method for one-pot sequential Heck/Suzuki Coupling reactions of a range of substituted aryl dihalides has been described The Pd(OAc)(2)/imidazolium system catalyzed double coupling reactions proceed Without isolation of the intermediates giving unsymmetrically polysubstituted biphenyls ill good to excel lent yields Further couplings of the resultant products bearing additional C-Cl bonds with substituted arylboronic acids or amines lead to unsymmetrical terphenyls and aminobiphenyl derivatives (C) 2009 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2009.12.043

文献信息

• Direct Oxidative Coupling of Arenes with Olefins by Rh-Catalyzed CH Activation in Air: Observation of a Strong Cooperation of the Acid
  作者：Lu Zheng、Jianhui Wang

  DOI：10.1002/chem.201200657

  日期：2012.7.27

  developed for the oxidative coupling of non‐chelate‐assisted arenes with olefins in the presence of catalytic amounts of Cu(OAc)2⋅H2O as a co‐oxidant and oxygen as the terminal oxidant. The acid was an indispensable component in this system and played a very important role in the coupling reaction. This catalytic system was applied to the direct oxidative coupling of a series of arenes and olefins and the corresponding

  A [的RhCl（COD）} 2 ] /四氯化碳3 COOH系统用于非螯合辅助芳烃的氧化偶联在催化量的Cu的存在开发与烯烃（OAC）2 ⋅ ħ 2 O作为助氧化剂和氧气作为终端氧化剂。酸是该体系中必不可少的组分，并且在偶联反应中起着非常重要的作用。该催化体系用于一系列芳烃和烯烃的直接氧化偶联，相应的产物以高收率提供，具有特殊的化学和区域选择性。该反应为乙烯基芳烃提供了一种原子高效的途径，乙烯基芳烃广泛用于各种精细化学品中。