6-(4-methoxyphenyl)-11H-benzo[a]naphtho[2,1-c]carbazole | 1337901-76-4

• 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: 6-(4-methoxyphenyl)-11H-benzo[a]naphtho[2,1-c]carbazole
• 英文别名: 18-(4-Methoxyphenyl)-9-azahexacyclo[15.8.0.02,10.03,8.011,16.020,25]pentacosa-1(17),2(10),3,5,7,11,13,15,18,20,22,24-dodecaene
• CAS: 1337901-76-4
• 化学式: C₃₁H₂₁NO
• 分子量: 423.514
• InChiKey: UBYDZJIZSSAEAZ-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：
  7.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  25
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-{[2-({2-[(4-methoxyphenyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}aniline 在 silver tetrafluoroborate 、 氯[2-(二叔丁基磷)二苯基]金 、 溶剂黄146 作用下， 反应 1.0h， 以47%的产率得到6-(4-methoxyphenyl)-11H-benzo[a]naphtho[2,1-c]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

文献信息

• Gold(I)-Catalyzed Polycyclizations of Polyenyne-Type Anilines Based on Hydroamination and Consecutive Hydroarylation Cascade
  作者：Kimio Hirano、Yusuke Inaba、Kiyosei Takasu、Shinya Oishi、Yoshiji Takemoto、Nobutaka Fujii、Hiroaki Ohno

  DOI：10.1021/jo2018119

  日期：2011.11.4

  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.