7-chloro-3-phenylquinoline | 107943-18-0

• 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: 7-chloro-3-phenylquinoline
• 英文别名: 7-chloro-3-phenyl-quinoline；7-Chlor-3-phenyl-chinolin
• CAS: 107943-18-0
• 化学式: C₁₅H₁₀ClN
• 分子量: 239.704
• InChiKey: PYQGKYQEIABZKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  alkaline earth salt of/the/ methylsulfuric acid 在 铜 、 paraffin oil 作用下， 生成 7-chloro-3-phenylquinoline
  参考文献：
  名称：

  Nitration of 3-Phenylquinoline^1,2

  摘要：

  DOI：

  10.1021/jo01096a031

文献信息

• 一种喹啉衍生物的合成方法
  申请人：江南大学

  公开号：CN110204486B

  公开（公告）日：2022-12-23

  本发明公开了一种喹啉衍生物的合成方法：以式Ι所示的2,1‑苯并异恶唑衍生物、式II所示的苯乙醛衍生物为原料，进行反应得到式III所示的喹啉衍生物。本发明原料便宜，催化剂廉价易得，高效绿色，条件温和，而且，底物范围广，产率高，操作简单等优点。。
• Cobalt(III)‐Catalyzed, DMSO‐Involved, and TFA‐Controlled Regioselective C−H Functionalization of Anilines with Alkynes for Specific Assembly of 3‐Arylquinolines
  作者：Peiquan Zhang、Yurong Yang、Zhiyong Chen、Zhang Xu、Xuefeng Xu、Zhi Zhou、Xiyong Yu、Wei Yi

  DOI：10.1002/adsc.201801709

  日期：2019.6.18

  Herein, a novel cobalt(III)‐catalyzed and TFA‐controlled [3+2+1] cyclization of diverse anilines and terminal alkynes has been realized by using DMSO as both the solvent and the C1 source, which led to the specific synthesis of privileged 3‐arylquinolines in one pot and regioselectively. Mechanistic investigations revealed that this versatile transformation might be initiated with a C−H activation

  在此，通过使用DMSO作为溶剂和C 1来源，实现了新型的钴（III）催化和TFA控制的各种苯胺和末端炔烃的[3 + 2 + 1]环化反应，这导致了特定的合成在一锅中和区域选择性地排列特权3-芳基喹啉。机理研究表明，这种多用途转化可能是通过CH活化过程和以2-乙烯基苯甲胺类物质为活性中间体而引发的。
• [3+1+1+1] Annulation to the Pyridine Structure in Quinoline Molecules Based on DMSO as a Nonadjacent Dual-Methine Synthon: Simple Synthesis of 3-Arylquinolines from Arylaldehydes, Arylamines, and DMSO
  作者：Tonglin Yang、Hui Li、Zhiwen Nie、Miao-dong Su、Wei-ping Luo、Qiang Liu、Can-Cheng Guo

  DOI：10.1021/acs.joc.1c02708

  日期：2022.3.4

  A [3+1+1+1] annulation of arylamines, arylaldehydes, and dimethyl sulfoxide (DMSO) to the pyridine structure in quinolines using DMSO as a nonadjacent dual-methine (═CH−) synthon is disclosed. In this annulation, arylamines provide two carbon atoms and one nitrogen atom, arylaldehydes furnish one carbon atom, and DMSO provides two nonadjacent methines (═CH−) to the pyridine ring in quinoline molecules

  公开了使用 DMSO 作为不相邻的双次甲基 (=CH-) 合成子，芳胺、芳醛和二甲基亚砜 (DMSO) 与吡啶结构的 [3+1+1+1] 环化反应。在这种环化过程中，芳胺提供两个碳原子和一个氮原子，芳醛提供一个碳原子，DMSO 提供两个不相邻的次甲基 (=CH-) 到喹啉分子中的吡啶环。这种环化为从容易获得的底物以有用的产率合成 3-芳基喹啉提供了一种简单的方法。在对照实验和文献的基础上，提出了一种似是而非的机制。
• Copper-Catalyzed Ring-Opening/Reconstruction of Anthranils with Oxo-Compounds: Synthesis of Quinoline Derivatives
  作者：Liang-Hua Zou、Hao Zhu、Shuai Zhu、Kai Shi、Cheng Yan、Ping-Gui Li

  DOI：10.1021/acs.joc.9b01577

  日期：2019.10.4

  A copper-catalyzed protocol for the construction of various 2-aryl(alkyl)-3-acylquinolines or 3-arylquinolines using readily available anthranils and 1,3-diketones or aldehydes as starting materials is reported herein. Dioxygen as the sole oxidant and hexafluoroisopropanol as the solvent play an important role in both procedures. This ring-opening/reconstruction strategy involving N-O bond cleavage and C-N/C-C bond formation features high yields and broad substrate scope.
• Palladium-catalyzed desulfitative arylation of 3-haloquinolines with arylsulfinates
  作者：Julie Colomb、Thierry Billard

  DOI：10.1016/j.tetlet.2013.01.018

  日期：2013.3

  3-Haloquinolines can be functionalized via a palladium-catalyzed desulfitative coupling of arylsulfinates. This method tolerates substitution upon the aromatic ring and shows good selectivity toward variously substituted aromatic rings. (C) 2013 Elsevier Ltd. All rights reserved.