2-(6-fluoroquinolin-2-yl)-1-(4-nitrophenyl)ethanol | 1404093-45-3

• 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-(6-fluoroquinolin-2-yl)-1-(4-nitrophenyl)ethanol
• 英文别名: 2‐(6‐fluoroquinolin‐2‐yl)‐1‐(4-nitrophenyl)ethan‐1‐ol；2-(6-Fluoroquinolin-2-yl)-1-(4-nitrophenyl)ethanol
• CAS: 1404093-45-3
• 化学式: C₁₇H₁₃FN₂O₃
• 分子量: 312.3
• InChiKey: UKXCVDLYXDRUHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  78.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-氟-2-甲基喹啉 、 对硝基苯甲醛 在 copper(II) ferrite 、 四丁基氯化铵 作用下， 以 乙二醇 为溶剂， 反应 24.0h， 以90%的产率得到2-(6-fluoroquinolin-2-yl)-1-(4-nitrophenyl)ethanol
  参考文献：
  名称：

  Magnetically separable CuFe₂O₄ nanoparticles as a recoverable catalyst for the addition reaction of C(sp³)–H bond of azaarenes to aldehydes

  摘要：

  一种绿色高效的CuFe2O4催化2-烷基氮杂芳烃C(sp3)–H官能团化的方法已被开发出来。该催化剂可以通过磁性回收并重复使用八次，而催化活性没有显著降低。

  DOI：

  10.1039/c4ra14486d

文献信息

• Brønsted acid promoted benzylic C–H bond functionalization of azaarenes: nucleophilic addition to aldehydes
  作者：Fang-Fang Wang、Cui-Ping Luo、Yi Wang、Guojun Deng、Luo Yang

  DOI：10.1039/c2ob26604k

  日期：——

  A practical Brønsted acid promoted benzylic C–H functionalization of 2-methylazaarenes and nucleophilic addition to aldehydes was developed in good to excellent yields. A six-membered hydrogen-bonding transition state is proposed to be crucial for the reaction. Ready availability of the two starting materials, the use of acetic acid as the catalyst and the facile reaction conditions will guarantee

  一种实用的布朗斯台德酸促进了2-甲基氮杂芳烃的苄基C–H官能化和亲核加成醛的开发，收率良好至极佳。提出六元氢键过渡态对于该反应至关重要。准备好两种起始材料的使用醋酸 因为催化剂和容易的反应条件将确保这种合成方法对生物活性的合成具有吸引力 吡啶 和喹啉衍生物。
• α‐Chymotrypsin–catalyzed direct C (Sp³)–H functionalization reactions for synthesis of azaarene derivatives in water
  作者：Zhang‐Gao Le、Yue Lu、Guo‐Fang Jiang、Yi‐Shuai Liu、Jia Liu、Zong‐Bo Xie

  DOI：10.1002/jhet.3712

  日期：2019.11

  α‐Chymotrypsin from the bovine pancreas has been shown for the first time to display catalytic nonnatural catalytic ability toward the C (sp3)–H functionalization reaction of 2‐methylquinoline and aromatic aldehydes in water. α‐Chymotrypsin exhibited favorable catalytic activity with good adaptability to different substrates. The activity of the enzyme could be improved by adjusting the solvent, temperature

  牛胰腺中的α胰凝乳蛋白酶首次显示出对水中2-甲基喹啉和芳香醛的C（sp 3）-H官能化反应的催化非天然催化能力。α-胰凝乳蛋白酶表现出良好的催化活性，对不同的底物具有良好的适应性。通过调节溶剂，温度，底物的摩尔比和蛋白质负载量可以提高酶的活性。在24个样品中，以中等至极好的收率（51％-93％）获得了产品。该方法提供了潜在的生物催化方法，作为氮杂芳烃衍生物化学合成的替代方法。
• Acid ionic liquid promoted addition of C(sp3)–H bond to aldehyde
  作者：Xue-Yan Zhang、Dao-Qing Dong、Tao Yue、Shuang-Hong Hao、Zu-Li Wang

  DOI：10.1016/j.tetlet.2014.08.034

  日期：2014.10

  A novel protocol for acid ionic liquid promoted C(sp(3))-H bond functionalization of alkyl azaarenes and nucleophilic addition to aldehydes was developed in good to excellent yields, which provides an efficient approach for the synthesis of alkyl-substituted azaarene derivatives. It is worthwhile to note that acid ionic liquid used for this reaction can be recycled and reused six times without a significant decrease in activity. (C) 2014 Elsevier Ltd. All rights reserved.
• Magnetically separable CuFe₂O₄ nanoparticles as a recoverable catalyst for the addition reaction of C(sp³)–H bond of azaarenes to aldehydes
  作者：Zu-Li Wang

  DOI：10.1039/c4ra14486d

  日期：——

  A green and efficient method for CuFe₂O₄-catalyzed C(sp³)–H functionalization of 2-alkyl azaarenes has been developed. The catalyst can be magnetically recycled and reused for eight times without significant decrease in catalytic activity.

  一种绿色高效的CuFe2O4催化2-烷基氮杂芳烃C(sp3)–H官能团化的方法已被开发出来。该催化剂可以通过磁性回收并重复使用八次，而催化活性没有显著降低。