1-ethoxy-3,4-diphenylisoquinoline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-ethoxy-3,4-diphenylisoquinoline
• 英文别名: 1-Ethoxy-3,4-diphenylisoquinoline
• 化学式: C₂₃H₁₉NO
• 分子量: 325.41
• InChiKey: FDMVFNQTLYPMLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  α-azidobenzyl ethyl ether 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 ([2,5-Me2-3,4-Ph2(η5-C4CNHPh)]Ru(CO)(μ-CO))2 、 copper diacetate 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 生成 1-ethoxy-3,4-diphenylisoquinoline
  参考文献：
  名称：

  C–H Activation Guided by Aromatic N–H Ketimines: Synthesis of Functionalized Isoquinolines Using Benzyl Azides and Alkynes

  摘要：

  Aromatic N-H ketimines were in situ generated from various benzylic azides by ruthenium catalysis for the subsequent Rh-catalyzed annulation reaction with alkynes to give the corresponding isoquinolines. In contrast to conventional synthetic methods for aromatic NH ketimines, our protocol works under mild and neutral conditions, which enabled the synthesis of isoquinolines having various functionalities such as carbonyl, ester, alkenyl, and ether groups. In addition, the imidates generated from alpha-azido ethers were successfully used for the synthesis of 1-alkoxyisoquinolines.

  DOI：

  10.1021/jo501465q

文献信息

• Synthesis of Isoquinolines from Benzimidates and Alkynes via Cobalt(III)-Catalyzed C–H Functionalization/Cyclization
  作者：Shasha Gong、Wanlin Xi、Zhenhua Ding、Haiying Sun

  DOI：10.1021/acs.joc.7b01052

  日期：2017.7.21

  C–H alkenylation/annulation of benzimidates with alkynes has been realized by using a Cp*Co(III) catalyst under air. A series of substituted isoquinolines were obtained with moderate to good yields under mild reaction conditions.

  通过在空气中使用Cp * Co（III）催化剂，可以实现C-H苯甲亚氨酸与炔烃的链烯基化/环化反应。在温和的反应条件下，以中等至良好的产率获得了一系列取代的异喹啉。