5-propyl-10H-benzo[a]thieno[3',2':3,4]benzo[1,2-c]carbazole | 1337901-83-3

• 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: 5-propyl-10H-benzo[a]thieno[3',2':3,4]benzo[1,2-c]carbazole
• 英文别名: 9-Propyl-6-thia-18-azahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2(10),3(7),4,8,11,13,15,19,21,23-undecaene
• CAS: 1337901-83-3
• 化学式: C₂₅H₁₉NS
• 分子量: 365.499
• InChiKey: SSSHINYWGNWHKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 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-ethynylphenyl)ethynyl]aniline 在 copper(l) iodide 、 二(氰基苯)二氯化钯 、 silver tetrafluoroborate 、 氯[2-(二叔丁基磷)二苯基]金 、 三叔丁基膦 、 溶剂黄146 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 5-propyl-10H-benzo[a]thieno[3',2':3,4]benzo[1,2-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.