3’-ethyl-[1,1’]-biphenyl-2-carbaldehyde | 1408053-80-4

• 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: 3’-ethyl-[1,1’]-biphenyl-2-carbaldehyde
• 英文别名: 2-(3-Ethylphenyl)benzaldehyde
• CAS: 1408053-80-4
• 化学式: C₁₅H₁₄O
• 分子量: 210.276
• InChiKey: KLFIWYGJOYDDJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-乙基-2-碘苯 、 2-溴苄醇 在 norbornene 、 palladium diacetate 、 cesium pivalate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以68%的产率得到3’-ethyl-[1,1’]-biphenyl-2-carbaldehyde
  参考文献：
  名称：

  A Sequential Pd/Norbornene-Catalyzed Process Generates o-Biaryl Carbaldehydes or Ketones via a Redox Reaction or 6H-Dibenzopyrans by C–O Ring Closure

  摘要：

  o-Biaryl carbaldeydes and ketones are obtained through the one-pot reaction of o-aryl iodides with o-bromobenzyl alcohols under the catalytic action of Pd and norbornene, in the presence of a base. The same reaction can also give dibenzopyrans by Pd and norbornene catalysis with a different termination, leading to C-O ring closure. In both cases the process first leads to a five-membered palladacycle, which controls C-C coupling, then to a seven-membered oxapalladacycle, which gives aldehydes and ketones or dibenzopyrans.

  DOI：

  10.1021/ol302889t

文献信息

• A Sequential Pd/Norbornene-Catalyzed Process Generates <i>o-</i>Biaryl Carbaldehydes or Ketones via a Redox Reaction or 6<i>H</i>-Dibenzopyrans by C–O Ring Closure
  作者：Elena Motti、Nicola Della Ca’、Di Xu、Anna Piersimoni、Elena Bedogni、Zhi-Ming Zhou、Marta Catellani

  DOI：10.1021/ol302889t

  日期：2012.11.16

  o-Biaryl carbaldeydes and ketones are obtained through the one-pot reaction of o-aryl iodides with o-bromobenzyl alcohols under the catalytic action of Pd and norbornene, in the presence of a base. The same reaction can also give dibenzopyrans by Pd and norbornene catalysis with a different termination, leading to C-O ring closure. In both cases the process first leads to a five-membered palladacycle, which controls C-C coupling, then to a seven-membered oxapalladacycle, which gives aldehydes and ketones or dibenzopyrans.