2-iodo-3'-phenoxybiphenyl | 607731-69-1

• 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: 2-iodo-3'-phenoxybiphenyl
• 英文别名: 1-Iodo-2-(3-phenoxyphenyl)benzene
• CAS: 607731-69-1
• 化学式: C₁₈H₁₃IO
• 分子量: 372.205
• InChiKey: CHAKXYPJPVQSMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-iodo-3'-phenoxybiphenyl 在 palladium diacetate 、 cesium pivalate 、 双二苯基膦甲烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以89%的产率得到1-phenyldibenzo[b,d]furan
  参考文献：
  名称：

  1,4-Palladium Migration via C−H Activation, Followed by Arylation:  Synthesis of Fused Polycycles

  摘要：

  A novel palladium migration/arylation methodology for the synthesis of complex fused polycycles has been developed, in which one or more sequential Pd-catalyzed intramolecular migration processes involving C-H activation are employed. The chemistry works best with electron-rich aromatics, which is in agreement with the idea that these palladium-catalyzed C-H activation reactions parallel electrophilic aromatic substitution.

  DOI：

  10.1021/ja035121o
• 作为产物：
  描述：

  (3-methoxyphenyl)magnesium bromide 在 copper diacetate 、 氧气 、 三溴化硼 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， -78.0~20.0 ℃ 、101.33 kPa 条件下， 反应 62.5h， 生成 2-iodo-3'-phenoxybiphenyl
  参考文献：
  名称：

  1,4-Palladium Migration via C−H Activation, Followed by Arylation:  Synthesis of Fused Polycycles

  摘要：

  A novel palladium migration/arylation methodology for the synthesis of complex fused polycycles has been developed, in which one or more sequential Pd-catalyzed intramolecular migration processes involving C-H activation are employed. The chemistry works best with electron-rich aromatics, which is in agreement with the idea that these palladium-catalyzed C-H activation reactions parallel electrophilic aromatic substitution.

  DOI：

  10.1021/ja035121o

文献信息

• Synthesis of Fused Polycycles by 1,4-Palladium Migration Chemistry
  作者：Qinhua Huang、Marino A. Campo、Tuanli Yao、Qingping Tian、Richard C. Larock

  DOI：10.1021/jo048788h

  日期：2004.11.1

  Novel palladium migration/arylation methodology for the synthesis of complex fused polycycles has been developed, in which one or more sequential Pd-catalyzed intramolecular migration processes involving C-H activation are employed. The chemistry works best with electron-rich aromatics, which is in agreement with the idea that these palladium-catalyzed C-H activation reactions parallel electrophilic aromatic substitution.
• <i>meta</i>-Selective <i>O</i>-Arylation of Cyclic Diaryliodonium Salts with Phenols via Aryne Intermediates
  作者：Min Liu、Haobin Jiang、Jiyuan Tang、Zenghui Ye、Fengzhi Zhang、Yanqi Wu

  DOI：10.1021/acs.orglett.3c00600

  日期：2023.4.28