ethyl 3-(3,5-dimethylphenyl)butanoate | 1268242-45-0

• 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: ethyl 3-(3,5-dimethylphenyl)butanoate
• 英文别名: Ethyl 3-(3,5-dimethylphenyl)butanoate
• CAS: 1268242-45-0
• 化学式: C₁₄H₂₀O₂
• 分子量: 220.312
• InChiKey: ODNUAIQCPAXQAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  1,3-二甲基-5-碘苯 、 ethyl 3-iodobutanoate 在 锌 、 α,α,α-三联吡啶 、 nickel dichloride 作用下， 以 四氢呋喃 为溶剂， 反应 35.0h， 以80%的产率得到ethyl 3-(3,5-dimethylphenyl)butanoate
  参考文献：
  名称：

  Nickel-Catalyzed Negishi Cross-Coupling Reactions of Secondary Alkylzinc Halides and Aryl Iodides

  摘要：

  A general Ni-catalyzed process for the cross-coupling of secondary alkylzinc halides and aryl/heteroaryl iodides has been developed. This is the first process to overcome the isomerization and beta-hydride elimination problems that are associated with the use of secondary nucleophiles, and that have limited the analogous Pd-catalyzed systems. The impact of salt additives was also investigated. It was found that the presence of LiBF4 dramatically improves both isomeric retention and yield for challenging substrates.

  DOI：

  10.1021/ol200098d

文献信息

• Nickel-Catalyzed Negishi Cross-Coupling Reactions of Secondary Alkylzinc Halides and Aryl Iodides
  作者：Amruta Joshi-Pangu、Madhu Ganesh、Mark R. Biscoe

  DOI：10.1021/ol200098d

  日期：2011.3.4

  A general Ni-catalyzed process for the cross-coupling of secondary alkylzinc halides and aryl/heteroaryl iodides has been developed. This is the first process to overcome the isomerization and beta-hydride elimination problems that are associated with the use of secondary nucleophiles, and that have limited the analogous Pd-catalyzed systems. The impact of salt additives was also investigated. It was found that the presence of LiBF4 dramatically improves both isomeric retention and yield for challenging substrates.