(E)-isobutyl 3-(9H-carbazol-9-yl)acrylate | 1426066-98-9

• 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: (E)-isobutyl 3-(9H-carbazol-9-yl)acrylate
• 英文别名: 2-methylpropyl (E)-3-carbazol-9-ylprop-2-enoate
• CAS: 1426066-98-9
• 化学式: C₁₉H₁₉NO₂
• 分子量: 293.365
• InChiKey: AFGPOGPPXUAFIJ-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  丙烯酸异丁酯 、 咔唑 在 palladium diacetate 、 silver carbonate 作用下， 以 乙腈 为溶剂， 反应 36.0h， 以77%的产率得到(E)-isobutyl 3-(9H-carbazol-9-yl)acrylate
  参考文献：
  名称：

  Synthesis of N-Vinylcarbazoles via Dehydrogenative Coupling of N-H Carbazoles with Alkenes under Palladium Catalysis

  摘要：

  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.

  DOI：

  10.1021/ol4001697

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.