6-[2-(pent-1-ynyl)phenyl]-11H-benzo[a]carbazole | 1337901-69-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-[2-(pent-1-ynyl)phenyl]-11H-benzo[a]carbazole
• 英文别名: 6-(2-pent-1-ynylphenyl)-11H-benzo[a]carbazole
• CAS: 1337901-69-5
• 化学式: C₂₇H₂₁N
• 分子量: 359.47
• InChiKey: HUWCQAOOMWYHOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  15.8
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2-[(2-{[2-(pent-1-yn-1-yl)phenyl]ethynyl}phenyl)ethynyl]aniline 在 三苯基膦氯金 、 silver trifluoromethanesulfonate 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以28%的产率得到6-[2-(pent-1-ynyl)phenyl]-11H-benzo[a]carbazole
  参考文献：
  名称：

  Gold(I)-Catalyzed Polycyclizations of Polyenyne-Type Anilines Based on Hydroamination and Consecutive Hydroarylation Cascade

  摘要：

  A hydroamination-double hydroarylation cascade using aniline derivatives bearing a trienyne moiety as the substrate was efficiently promoted by a gold(I) catalyst to produce benzo[a]naphtho [2,1-c]carbazole derivatives in good yields. This reaction is applicable to various substituted trienyne-type anilines, including 2,3-diethynylthiophene derivatives. The reaction of anilines bearing a tetraenyne and pentaenyne moiety allows direct construction of highly fused carbazoles by tetra- and pentacyclization, respectively, through hydroamination and consecutive hydroarylation without producing any theoretical waste products from the substrates.

  DOI：

  10.1021/jo2018119