4-bromo-4''-chloro-2-methoxy-[1,1';4',1'']terphenyl-2'-carboxylic acid ethyl ester | 1164111-83-4

• 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: 4-bromo-4''-chloro-2-methoxy-[1,1';4',1'']terphenyl-2'-carboxylic acid ethyl ester
• 英文别名: Ethyl 2-(4-bromo-2-methoxyphenyl)-5-(4-chlorophenyl)benzoate；ethyl 2-(4-bromo-2-methoxyphenyl)-5-(4-chlorophenyl)benzoate
• CAS: 1164111-83-4
• 化学式: C₂₂H₁₈BrClO₃
• 分子量: 445.74
• InChiKey: JENXQPLOVGLLDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (E)-7-(4-bromo-2-methoxy-phenyl)-4-(4-chloro-phenyl)-7-oxo-hept-2-enoic acid ethyl ester 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 air 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.17h， 以64%的产率得到4-bromo-4''-chloro-2-methoxy-[1,1';4',1'']terphenyl-2'-carboxylic acid ethyl ester
  参考文献：
  名称：

  A Convergent Radical-Based Route to Biaryls

  摘要：

  A route to biaryl-3-carboxylate esters involving a radical 1,2-aryl migration has been developed. This strategy hinges on the radical addition of xanthate 2 to olefin 1 causing a 1,2-aryl shift leading to alpha,beta-unsaturated ester 5, which is then converted into biaryl 10 by treatment with DBU under microwave heating.

  DOI：

  10.1021/ol9010294

文献信息

• A Convergent Radical-Based Route to Biaryls
  作者：Béatrice Quiclet-Sire、Guillaume Revol、Samir Z. Zard

  DOI：10.1021/ol9010294

  日期：2009.7.2

  A route to biaryl-3-carboxylate esters involving a radical 1,2-aryl migration has been developed. This strategy hinges on the radical addition of xanthate 2 to olefin 1 causing a 1,2-aryl shift leading to alpha,beta-unsaturated ester 5, which is then converted into biaryl 10 by treatment with DBU under microwave heating.