9-[1-(4-methylphenyl)vinyl]-9H-carbazole | 1426066-88-7

• 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: 9-[1-(4-methylphenyl)vinyl]-9H-carbazole
• 英文别名: 9-(1-(p-tolyl)vinyl)-9H-carbazole；9-[1-(4-Methylphenyl)ethenyl]carbazole
• CAS: 1426066-88-7
• 化学式: C₂₁H₁₇N
• 分子量: 283.373
• InChiKey: RXHJYCCLAGMKMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 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：

  Alpha-甲基苯乙烯 、 咔唑 在 双(乙腈)氯化钯(II) 、 lithium acetate 、 氧气 、 copper dichloride 作用下， 以 乙二醇二甲醚 为溶剂， 反应 7.0h， 以80%的产率得到9-[1-(4-methylphenyl)vinyl]-9H-carbazole
  参考文献：
  名称：

  Regio- and Stereoselective Direct N-Alkenylation of Indoles via Pd-Catalyzed Aerobic Oxidation

  摘要：

  With two different sets of Pd catalyst systems in hand, indoles, whether bearing a C3-substituent or not, can be directly alkenylated on their nitrogen atoms using a sterically and electronically diverse array of alkenes, in which the high regio- and stereoselectivity are dependent on the nature of the alkenes used. This process proceeds in generally good yields and is compatible with a broad range of functional groups.

  DOI：

  10.1021/ol402503z

文献信息

• Synthesis of <i>N</i>-Vinylcarbazoles via Dehydrogenative Coupling of <i>N</i>-H Carbazoles with Alkenes under Palladium Catalysis
  作者：Daisuke Takeda、Koji Hirano、Tetsuya Satoh、Masahiro Miura

  DOI：10.1021/ol4001697

  日期：2013.3.15

  The synthesis of N-vinylcarbazoles was achieved by the palladium-catalyzed aza-Wacker reaction of N-H carbazoles with styrenes. In this reaction, Markovnikov adducts were exclusively produced. In contrast, the reaction with electron-deficient alkenes such as acrylates and acrylamides gave only anti-Markovnikov adducts.