(+/-)-(1R,4S,4aS,12bR)-10-bromo-6,7-dimethyl-1,4,4a,12b-tetrahydro-1,4-methanotriphenylene

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: (+/-)-(1R,4S,4aS,12bR)-10-bromo-6,7-dimethyl-1,4,4a,12b-tetrahydro-1,4-methanotriphenylene
• 英文别名: (1S,2S,15R,16R)-11-bromo-5,6-dimethylpentacyclo[14.2.1.02,15.03,8.09,14]nonadeca-3(8),4,6,9(14),10,12,17-heptaene
• 化学式: C₂₁H₁₉Br
• 分子量: 351.286
• InChiKey: IMSWKAGUDJRKQR-GDMOEJLQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  对溴碘苯 、 2,5-降冰片二烯 、 4,5-dimethyl-2-(trimethylsilyl)phenyl triflate 在 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 三(2-呋喃基)膦 、 cesium fluoride 作用下， 以 乙腈 为溶剂， 反应 10.0h， 以75%的产率得到(+/-)-(1R,4S,4aS,12bR)-10-bromo-6,7-dimethyl-1,4,4a,12b-tetrahydro-1,4-methanotriphenylene
  参考文献：
  名称：

  Carbocyclization of Aromatic Iodides, Bicyclic Alkenes, and Benzynes Involving a Palladium-Catalyzed C−H Bond Activation as a Key Step

  摘要：

  A facile palladium-catalyzed carbocyclization reaction of aromatic iodides, bicyclic alkenes (norbornadiene, norbornene and oxabenzonorbornadiene), and benzynes to furnish various annulated 9,10-dihydrophenanthrene derivatives is described. The carbocyclization products from oxabenzonorbornadiene were further converted to polyaromatic hydrocarbons via a Lewis acid mediated deoxyaromatization reaction.

  DOI：

  10.1021/ol0622918

文献信息

• Carbocyclization of Aromatic Iodides, Bicyclic Alkenes, and Benzynes Involving a Palladium-Catalyzed C−H Bond Activation as a Key Step
  作者：Sivakolundu Bhuvaneswari、Masilamani Jeganmohan、Chien-Hong Cheng

  DOI：10.1021/ol0622918

  日期：2006.11.1

  A facile palladium-catalyzed carbocyclization reaction of aromatic iodides, bicyclic alkenes (norbornadiene, norbornene and oxabenzonorbornadiene), and benzynes to furnish various annulated 9,10-dihydrophenanthrene derivatives is described. The carbocyclization products from oxabenzonorbornadiene were further converted to polyaromatic hydrocarbons via a Lewis acid mediated deoxyaromatization reaction.