6-propyl-10H-naphtho[2,1-c]thieno[3,2-a]carbazole | 1337901-84-4

• 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-propyl-10H-naphtho[2,1-c]thieno[3,2-a]carbazole
• 英文别名: 17-Propyl-14-thia-9-azahexacyclo[14.8.0.02,10.03,8.011,15.019,24]tetracosa-1,3,5,7,10,12,15,17,19,21,23-undecaene
• CAS: 1337901-84-4
• 化学式: C₂₅H₁₉NS
• 分子量: 365.499
• InChiKey: PGBHRGGJBRNRRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-[(2-{[2-(pent-1-yn-1-yl)phenyl]ethynyl}thiophen-3-yl)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79%的产率得到6-propyl-10H-naphtho[2,1-c]thieno[3,2-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

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.