3-(1-(4-chlorophenyl)vinyl)phenol | 225793-07-7

• 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-(1-(4-chlorophenyl)vinyl)phenol
• 英文别名: 3-[1-(4-Chlorophenyl)ethenyl]phenol；3-[1-(4-chlorophenyl)ethenyl]phenol
• CAS: 225793-07-7
• 化学式: C₁₄H₁₁ClO
• 分子量: 230.694
• InChiKey: WUSPWOYKRCTYDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-溴氯苯 、 N-[1-(3-hydroxyphenyl)ethylideneamino]-4-methylbenzenesulfonamide 在 bis(triphenylphosphine)palladium(II) dichloride 、 caesium carbonate 、 lithium tert-butoxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以90%的产率得到3-(1-(4-chlorophenyl)vinyl)phenol
  参考文献：
  名称：

  Palladium Catalyzed Coupling of Tosylhydrazones with Aryl and Heteroaryl Halides in the Absence of External Ligands: Synthesis of Substituted Olefins

  摘要：

  Palladium catalyzed cross-coupling reaction of hydrazones with aryl halides in the absence of external ligand is reported. The versatility of this coupling reaction is demonstrated in showcasing the selectivity of coupling reaction in the presence of hydroxyl and amine functional groups. This method allows synthesizing a variety of heterocyclic compounds, which are difficult to access from other traditional methods and are not synthesized by employing similar coupling reactions. Application of the present methodology is validated in tandem reaction of ketones to the corresponding substituted olefins in a single pot experiment.

  DOI：

  10.1021/jo301987c

文献信息

• Palladium Catalyzed Coupling of Tosylhydrazones with Aryl and Heteroaryl Halides in the Absence of External Ligands: Synthesis of Substituted Olefins
  作者：Devi Prasan Ojha、Kandikere Ramaiah Prabhu

  DOI：10.1021/jo301987c

  日期：2012.12.21

  Palladium catalyzed cross-coupling reaction of hydrazones with aryl halides in the absence of external ligand is reported. The versatility of this coupling reaction is demonstrated in showcasing the selectivity of coupling reaction in the presence of hydroxyl and amine functional groups. This method allows synthesizing a variety of heterocyclic compounds, which are difficult to access from other traditional methods and are not synthesized by employing similar coupling reactions. Application of the present methodology is validated in tandem reaction of ketones to the corresponding substituted olefins in a single pot experiment.