2-methoxy-10-phenyl-9,10-dihydrophenanthrene | 68623-36-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-methoxy-10-phenyl-9,10-dihydrophenanthrene
• CAS: 68623-36-9
• 化学式: C₂₁H₁₈O
• 分子量: 286.373
• InChiKey: PQITURVNFZIECB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.05
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  4'-Methoxy-2-((Z)-styryl)-biphenyl 生成 2-methoxy-10-phenyl-9,10-dihydrophenanthrene
  参考文献：
  名称：

  op het Veld,P.H.G.; Laarhoven,W.H., Journal of the Chemical Society. Perkin transactions II, 1978, p. 922 - 927

  摘要：

  DOI：

文献信息

• Triflic acid promoted synthesis of polycyclic aromatic compounds
  作者：Ang Li、Daniel J. DeSchepper、Douglas A. Klumpp

  DOI：10.1016/j.tetlet.2009.02.042

  日期：2009.4

  The triflic acid (CF3SO3H) promoted cyclizations of 2-styrylbiaryls are found to be useful for the synthesis of polycyclic aromatic compounds, including functionalized derivatives of polycyclic aromatic compounds and heterocyclic systems. The reaction involves cationic cyclization followed by an elimination of benzene from the intermediate product.

  发现三氟甲磺酸（CF 3 SO 3 H）促进的2-苯乙烯基联芳基的环化可用于合成多环芳族化合物，包括多环芳族化合物的官能化衍生物和杂环体系。该反应涉及阳离子环化，然后从中间产物中消除苯。
• Efficient Synthesis of 9-Aryldihydrophenanthrenes by a Cascade Reaction Involving Arynes and Styrenes
  作者：Sachin Suresh Bhojgude、Anup Bhunia、Rajesh G. Gonnade、Akkattu T. Biju

  DOI：10.1021/ol4033094

  日期：2014.2.7

  A mild, general, and transition-metal-free protocol for the synthesis of 9,10-dihydrophenanthrenes is reported. The aryne generated by the fluoride-induced,1,2-elimination of 2-(trimethylsilyl)aryl triflates undergoes an efficient cascade reaction initiated by the Diels-Alder reaction with the differently substituted styrenes leading to the formation of 9-aryl-9,10-dihydrophenanthrene derivatives in moderate to good yields.