8-Benzoyloxy-chinaldin | 1090-33-1

• 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: 8-Benzoyloxy-chinaldin
• 英文别名: 2-Methylquinolin-8-yl benzoate；(2-methylquinolin-8-yl) benzoate
• CAS: 1090-33-1
• 化学式: C₁₇H₁₃NO₂
• 分子量: 263.296
• InChiKey: MGWVENWANVOZBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  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：
  0.06
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8-Benzoyloxy-chinaldin 、 tetrakis(trimethylphosphine)iron(0) 以 四氢呋喃 为溶剂， 反应 6.0h， 以62%的产率得到
  参考文献：
  名称：

  CO bond activation and subsequent decarbonylation of ester promoted by Fe(PMe3)4

  摘要：

  The reactions of 8-quinolinyl esters with iron(0) complex supported by trimethylphosphine ligands afforded four hexa-coordinate chelate-[C,N] iron(II) carbonyl complexes 5-8 via C-acyl - O bond activation and subsequent decarbonylation. Complexes 5-8 were characterized through IR, H-1 NMR, P-31 NMR and elemental analysis. The crystal structures of complexes 5-8 were determined by X-ray diffraction. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2013.12.026

文献信息

• Direct C4–H phosphonation of 8-hydroxyquinoline derivatives employing photoredox catalysis and silver catalysis
  作者：Xiaoxue Su、Fan Yang、Yusheng Wu、Yangjie Wu

  DOI：10.1039/c8ob00370j

  日期：——

  A simple and efficient protocol for the C4–H phosphonation of 8-hydroxyquinoline derivatives was developed under a photoredox/silver(I) cocatalysis system, providing a new approach to phosphonated 8-hydroxyquinoline derivatives. Note that the reaction did not occur at the C5 site, but regioselectively at an unusual C4 site. Moreover, the reaction proceeded smoothly under mild reaction conditions (a

  在光氧化还原/银（I）助催化系统下，开发了一种简单而有效的8-羟基喹啉衍生物的C4-H膦化反应方案，为膦酸化的8-羟基喹啉衍生物提供了一种新方法。注意该反应不是在C5位点发生，而是区域选择性地在不寻常的C4位点发生。此外，反应在温和的反应条件（催化量的银盐和室温）下以良好的官能团相容性顺利进行。