ethyl 6-methyl-9H-fluorene-3-carboxylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: ethyl 6-methyl-9H-fluorene-3-carboxylate
• 化学式: C₁₇H₁₆O₂
• 分子量: 252.313
• InChiKey: KSOSTIVPJZPWNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (E)-ethyl 2′,5′-dimethyl-6-(pyrrolidin-1-yldiazenyl)-[1,1′-biphenyl]-3-carboxylate 在 三氟乙酸 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以71%的产率得到ethyl 6-methyl-9H-fluorene-3-carboxylate
  参考文献：
  名称：

  Brönsted Acid-Mediated Intramolecular Cyclization of Biaryl Triazenes for the Synthesis of Fluorenes and 9,10-Dihydro-Phenanthrenes

  摘要：

  The efficient synthesis of fluorenes from biaryl triazenes is successfully developed Up to 27 examples of biaryl triazenes are converted into their corresponding fluorene derivatives in the presence of CF3COOH (4.0 equiv). Mechanism research indicates that the reaction undergoes concerted processes, and pentacoordinate carbocations may be involved in these reactions.

  DOI：

  10.1021/jo501640d

文献信息

• Brönsted Acid-Mediated Intramolecular Cyclization of Biaryl Triazenes for the Synthesis of Fluorenes and 9,10-Dihydro-Phenanthrenes
  作者：Lijun Xu、Weijun Yang、Lili Zhang、Maozhong Miao、Zhigen Yang、Xin Xu、Hongjun Ren

  DOI：10.1021/jo501640d

  日期：2014.10.3

  The efficient synthesis of fluorenes from biaryl triazenes is successfully developed Up to 27 examples of biaryl triazenes are converted into their corresponding fluorene derivatives in the presence of CF3COOH (4.0 equiv). Mechanism research indicates that the reaction undergoes concerted processes, and pentacoordinate carbocations may be involved in these reactions.