11-(p-tolyl)-11H-benzo[a]carbazole | 1392198-16-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 11-(p-tolyl)-11H-benzo[a]carbazole
• 英文别名: 11-(4-Methylphenyl)benzo[a]carbazole；11-(4-methylphenyl)benzo[a]carbazole
• CAS: 1392198-16-1
• 化学式: C₂₃H₁₇N
• 分子量: 307.395
• InChiKey: MMABFBORKGXENW-UHFFFAOYSA-N

物化性质

• 沸点：
  510.6±33.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2-(2-iodophenyl)naphthalene 在 copper diacetate 、 sodium carbonate 、 乙二醇 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 异丙醇 为溶剂， 反应 17.0h， 生成 11-(p-tolyl)-11H-benzo[a]carbazole
  参考文献：
  名称：

  通过将一锅铜催化的胺插入环状二苯并碘鎓中来合成咔唑，作为生成类似药物的化学文库的策略

  摘要：

  AbstractCarbazoles have attracted high interest among synthetic chemists due to their unique structural features and potential pharmacological activities. Compared to linear aryliodoniums, cyclic diphenyleneiodoniums are more inert and have not attracted much attention to their application as building blocks. Employing our synthetic strategy, diversified carbazoles can be efficiently obtained from a single cyclic diphenyleneiodonium under mild conditions. The reactions catalyzed by copper(II) acetate have provided a variety of carbazoles in modest to good yields with a broad range of amines including anilines, aliphatic amines and sulfonamides. Moreover, one of the obtained carbazoles has displayed an outstanding ability to protect HT‐22 neuronal cells from the damage induced by neurotoxins glutamate and homocysteic acid.magnified image

  DOI：

  10.1002/adsc.201300271

文献信息

• Transition-Metal-Free Synthesis of Carbazoles and Indoles by an S_NAr-Based “Aromatic Metamorphosis” of Thiaarenes
  作者：M. Bhanuchandra、Kei Murakami、Dhananjayan Vasu、Hideki Yorimitsu、Atsuhiro Osuka

  DOI：10.1002/anie.201503671

  日期：2015.8.24

  dibenzothiophenes, undergo nucleophilic aromatic substitution with anilines intermolecularly and then intramolecularly to yield the corresponding carbazoles in a single operation. The “aromatic metamorphosis” of dibenzothiophenes into carbazoles does not require any heavy metals. This strategy is also applicable to the synthesis of indoles. Since electron‐deficient thiaarene dioxides exhibit interesting reactivity

  通过母体二苯并噻​​吩的氧化容易制备的二苯并噻吩二氧化物在一次操作中在分子内然后在分子内经历苯胺的亲核芳香取代，然后生成分子内相应的咔唑。二苯并噻吩向咔唑的“芳香变形”不需要任何重金属。该策略也适用于吲哚的合成。由于缺电子的硫杂芳烃二氧化物表现出有趣的反应性，而相应的富电子氮杂芳烃则未观察到，因此，二氧化硫杂ar特定反应与基于S N Ar的芳族变态反应的结合，使得无过渡金属的结构成为可能。难以制备咔唑。
• DOUBLE-SPIRO TYPE COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE CONTAINING SAME
  申请人：LG CHEM, LTD.

  公开号：US20180002256A1

  公开（公告）日：2018-01-04

  The present specification relates to a double spiro structure compound, and an organic light emitting device comprising the same.

  本说明书涉及一种双螺旋结构化合物及包括其的有机发光装置。
• DOUBLE SPIRO COMPOUND AND ORGANIC LIGHT-EMITTING ELEMENT COMPRISING SAME
  申请人：LG CHEM, LTD.

  公开号：US20180111887A1

  公开（公告）日：2018-04-26

  The present specification relates to a double spiro structure compound and an organic light emitting device including the same.

  本说明书涉及一种双螺旋结构化合物和包括该化合物的有机发光器件。
• HETEROCYCLIC COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING SAME
  申请人：LG Chem, Ltd.

  公开号：US20180037547A1

  公开（公告）日：2018-02-08

  The present specification relates to a hetero-cyclic compound and an organic light emitting device including the same.

  本规范涉及一种杂环化合物和包括该化合物的有机发光装置。
• Amine compound and organic light emitting element comprising same
  申请人：LG Chem, Ltd.

  公开号：US10193076B2

  公开（公告）日：2019-01-29

  The present specification provides an amine compound of Chemical Formula 1 and an organic light emitting device including the same.

  本说明书提供了一种化学式 1 的胺化合物以及包括该化合物的有机发光器件。