2-(quinolin-8-yl)-3,4-di(thiophen-2-yl)isoquinolin-1(2H)-one | 1604839-38-4

• 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: 2-(quinolin-8-yl)-3,4-di(thiophen-2-yl)isoquinolin-1(2H)-one
• CAS: 1604839-38-4
• 化学式: C₂₆H₁₆N₂OS₂
• 分子量: 436.558
• InChiKey: AIPVHDZCKWSAAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.0
• 重原子数：
  31.0
• 可旋转键数：
  3.0
• 环数：
  6.0
• 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：
  5.0

反应信息

• 作为产物：
  描述：

  苯酐 在 三(2-甲氧基苯基)膦 、 溶剂黄146 、 silver carbonate 、 cobalt(II) iodide 作用下， 以 邻二氯苯 为溶剂， 反应 48.0h， 生成 2-(quinolin-8-yl)-3,4-di(thiophen-2-yl)isoquinolin-1(2H)-one
  参考文献：
  名称：

  通过CN和CC键的裂解实现的钴催化的含炔的炔烃区域选择性碳酰胺化反应。

  摘要：

  通过氧化钴到邻苯二甲酰亚胺的NC（O）键中的氧化和随后的脱羰作用，我们描述了炔烃的有效钴催化的分子间脱羰碳酰胺化作用。对于不对称炔烃（包括芳基-烷基或芳基-芳基）可以实现高区域选择性，以递送多取代的异喹诺酮。为了促进步骤经济，目前的钴催化技术已证明炔烃与邻苯二甲酸酐和胺的三组分脱羰碳酰胺化反应。

  DOI：

  10.1021/acs.orglett.0c00875

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.