3-fluoro-11-methyl-5,6-di-p-tolyl-11H-benzo[a]carbazole | 1401560-59-5

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 英文名称: 3-fluoro-11-methyl-5,6-di-p-tolyl-11H-benzo[a]carbazole
• 英文别名: 3-Fluoro-11-methyl-5,6-bis(4-methylphenyl)benzo[a]carbazole；3-fluoro-11-methyl-5,6-bis(4-methylphenyl)benzo[a]carbazole
• CAS: 1401560-59-5
• 化学式: C₃₁H₂₄FN
• 分子量: 429.537
• InChiKey: SXESQAKMTUUUFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  33
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  邻碘-N,N-二甲基苯胺 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 四丁基溴化铵 、 氧气 、 copper diacetate 、 sodium acetate 、 palladium diacetate 、 三乙胺 、 三甲基丙酮酸 作用下， 以 四氢呋喃 、 N,N-二甲基乙酰胺 为溶剂， 20.0~90.0 ℃ 、101.33 kPa 条件下， 反应 12.0h， 生成 3-fluoro-11-methyl-5,6-di-p-tolyl-11H-benzo[a]carbazole
  参考文献：
  名称：

  Palladium(II)-Catalyzed Tandem Cyclization/C–H Functionalization of Alkynes for the Synthesis of Functionalized Indoles

  摘要：

  A palladium-catalyzed tandem cyclization/C-H functionalization of two alkynes was accomplished to construct a series of polycyclic functionalized indoles. A range of internal alkynes bearing synthetically useful functional groups were tolerated. A good regioselectivity was observed when alkyl-substituted alkynes were introduced into the reaction system, and a single product was obtained. Molecular oxygen was used as the terminal oxidant in the approach, rendering the reaction more sustainable.

  DOI：

  10.1021/jo301741j

文献信息

• Palladium(II)-Catalyzed Tandem Cyclization/C–H Functionalization of Alkynes for the Synthesis of Functionalized Indoles
  作者：Xiao-Feng Xia、Ning Wang、Lu−Lu Zhang、Xian-Rong Song、Xue-Yuan Liu、Yong-Min Liang

  DOI：10.1021/jo301741j

  日期：2012.10.19

  A palladium-catalyzed tandem cyclization/C-H functionalization of two alkynes was accomplished to construct a series of polycyclic functionalized indoles. A range of internal alkynes bearing synthetically useful functional groups were tolerated. A good regioselectivity was observed when alkyl-substituted alkynes were introduced into the reaction system, and a single product was obtained. Molecular oxygen was used as the terminal oxidant in the approach, rendering the reaction more sustainable.