3'-bromomethyl-2-iodo-biphenyl | 312612-66-1

• 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: 3'-bromomethyl-2-iodo-biphenyl
• 英文别名: 3'-bromomethyl-2-iodobiphenyl；1-(bromomethyl)-3-(2-iodophenyl)benzene
• CAS: 312612-66-1
• 化学式: C₁₃H₁₀BrI
• 分子量: 373.031
• InChiKey: VLIBWPJCVAODSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.85
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  3'-bromomethyl-2-iodo-biphenyl 在 palladium diacetate 、 silver perchlorate 、 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 72.0h， 生成 1-phenyl-9H-fluorene
  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-溴甲基苯 在 magnesium 作用下， 以 四氢呋喃 为溶剂， 生成 3'-bromomethyl-2-iodo-biphenyl
  参考文献：
  名称：

  Synthesis of Fluoren-9-ones via Palladium-Catalyzed Cyclocarbonylation of o-Halobiaryls

  摘要：

  [GRAPHICS]The synthesis of various substituted fluoren-9-ones has been accomplished by a novel palladium catalyzed cyclocarbonylation of o-halobiaryls. The cyclocarbonylation of 4'-substituted-2-iodobiphenyls produces very high yields of 2-substituted fluoren-9-ones bearing either electron donating or electron-withdrawing substituents. 3'-Substituted 2-iodobiphenyls afford in excellent yields with good regioselectivity 3-substituted fluoren-9-ones. This chemistry has been successfully extended to polycyclic and heterocyclic fluorenones.

  DOI：

  10.1021/ol006585j

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.