3,4-diphenyl-2-(quinolin-8-yl)benzo[h]isoquinolin-1(2H)-one | 1604839-58-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3,4-diphenyl-2-(quinolin-8-yl)benzo[h]isoquinolin-1(2H)-one
• CAS: 1604839-58-8
• 化学式: C₃₄H₂₂N₂O
• 分子量: 474.561
• InChiKey: RUNGWCHVFPQAQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.03
• 重原子数：
  37.0
• 可旋转键数：
  3.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.89
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  N-(quinolin-8-yl)-1-naphthamide 、 二苯基乙炔 在 cobalt(II) diacetate tetrahydrate 、 三甲基乙酸 作用下， 以 氯苯 为溶剂， 反应 36.0h， 以60%的产率得到3,4-diphenyl-2-(quinolin-8-yl)benzo[h]isoquinolin-1(2H)-one
  参考文献：
  名称：

  炔烃钴催化的苯甲酰胺环化反应：一种容易产生氢的异喹啉酮的简便方法

  摘要：

  在Co（OAc）2 ·4H 2 O和新戊酸的存在下，在空气气氛下，苯甲酰胺与炔烃在8-氨基喹啉配体的辅助下，以良好或极好的收率提供了异​​喹诺酮衍生物。在该反应中，活性Co（III）物种是通过Co（I）物种与新戊酸在空气中有氢气逸出的条件下反应而再生的。竞争实验，氘标记研究，自由基清除剂实验和动力学研究为拟议的机制提供了支持。

  DOI：

  10.1039/c8ob01924j

文献信息

• Ruthenium-Catalyzed Synthesis of Isoquinolones with 8-Aminoquinoline as a Bidentate Directing Group in C–H Functionalization
  作者：Srinivasarao Allu、K. C. Kumara Swamy

  DOI：10.1021/jo500424p

  日期：2014.5.2

  Ruthenium-catalyzed oxidative annulation of N-quinolin-8-yl-benzamides with alkynes in open air has been achieved using 8-aminoquinolinyl moiety as a bidentate directing group in the presence of Cu(OAc)(2)center dot H2O as an oxidant. This reaction offers a broad substrate scope, and both symmetrical and unsymmetrical alkynes can be applied. High regioselectivity was achieved in the case of unsymmetrical (aryl)alkynes. Reaction with heteroaryl amides was also successful in this catalytic process. A ruthenium-N-quinolin-8-yl-benzamide complex was isolated in the absence of alkyne; in the absence of both N-quinolin-8-yl-benzamide and alkyne, in contrast to literature, only the monoacetate complex RuCl(OAc)(p-cymene), but not the bis-acetate complex Ru(OAc)2(p-cymene), was isolated. These data suggest that this reaction may proceed via N,N-bidentate chelate complex. Key products were characterized by X-ray crystallography.