3,4-diethyl-1-phenylisoquinoline | 1380198-36-6

• 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: 3,4-diethyl-1-phenylisoquinoline
• 英文别名: 3,4-Diethyl-1-phenylisoquinoline
• CAS: 1380198-36-6
• 化学式: C₁₉H₁₉N
• 分子量: 261.367
• InChiKey: NQESWXKVFDJUPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-己炔 、 二苯甲酮肟 在 (p-cymene)ruthenium(II) chloride 、 sodium acetate 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以76%的产率得到3,4-diethyl-1-phenylisoquinoline
  参考文献：
  名称：

  Ruthenium-Catalyzed Highly Regioselective Cyclization of Ketoximes with Alkynes by C–H Bond Activation: A Practical Route to Synthesize Substituted Isoquinolines

  摘要：

  Aromatic and heteroaromatic ketoximes underwent cyclization with alkynes in the presence of a catalytic amount of [{RuCl2(p-cymene)}(2)] and NaOAc to give isoquinoline derivatives in good to excellent yields in a highly regioselective manner.

  DOI：

  10.1021/ol301091z

文献信息

• (Pentamethylcyclopentadienyl)cobalt(III)-Catalyzed Oxidative [4+2] Annulation of NH Imines with Alkynes: Straightforward Synthesis of Multisubstituted Isoquinolines
  作者：Shang-Shi Zhang、Xu-Ge Liu、Shi-Yong Chen、Dong-Hang Tan、Chun-Yong Jiang、Jia-Qiang Wu、Qingjiang Li、Honggen Wang

  DOI：10.1002/adsc.201600025

  日期：2016.5.19

  A synthetic method for isoquinoline synthesis via a [4+2] annulation of NH imines with alkynes using the high‐valent (pentamethylcyclopentadienyl)cobalt(III) [Cp*Co(III)] catalyst is described. Cerium(IV) sulfate was found to be an efficient oxidant in lieu of the commonly used copper or silver salts. Broad substrate scope, high functional group tolerance, and generally good yields were observed.

  为异喹啉合成的合成方法通过[4 + 2] N中的环 ħ亚胺与使用高价的（五甲基环戊二烯）合钴（III）炔烃的[Cp *钴（III）]的催化剂进行说明。发现硫酸铈（IV）代替常用的铜盐或银盐是有效的氧化剂。观察到广泛的底物范围，高官能团耐受性和通常良好的产率。
• Ruthenium-Catalyzed Highly Regioselective Cyclization of Ketoximes with Alkynes by C–H Bond Activation: A Practical Route to Synthesize Substituted Isoquinolines
  作者：Ravi Kiran Chinnagolla、Sandeep Pimparkar、Masilamani Jeganmohan

  DOI：10.1021/ol301091z

  日期：2012.6.15

  Aromatic and heteroaromatic ketoximes underwent cyclization with alkynes in the presence of a catalytic amount of [RuCl2(p-cymene)}(2)] and NaOAc to give isoquinoline derivatives in good to excellent yields in a highly regioselective manner.