N-(2-phenylquinolin-8-yl)acetamide

• 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: N-(2-phenylquinolin-8-yl)acetamide
• 化学式: C₁₇H₁₄N₂O
• 分子量: 262.311
• InChiKey: FEZZJJFNXXHOMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-噻吩磺酰氯 、 N-(2-phenylquinolin-8-yl)acetamide 在 potassium carbonate 、 copper(I) bromide 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 12.0h， 以70%的产率得到N-[2-phenyl-5-(thiophen-2-ylsulfonyl)quinolin-8-yl]acetamide
  参考文献：
  名称：

  Copper-Catalyzed Regioselective C–H Sulfonylation of 8-Aminoquinolines

  摘要：

  Copper(I)-catalyzed 5-sulfonation of quinolines via bidentate-chelation assistance has been developed. The reaction is compatible with a wide range of quinoline substrates and arylsulfonyl chlorides. Experimental and theoretical (DFT) investigation implicated that a single electron-transfer process is involved in this sulfonylation transformation.

  DOI：

  10.1021/acs.joc.5b02509
• 作为产物：
  描述：

  乙酰氯 、 2-苯基-8-喹啉胺 以 氯仿 为溶剂， 反应 3.0h， 以87%的产率得到N-(2-phenylquinolin-8-yl)acetamide
  参考文献：
  名称：

  Copper-Catalyzed Regioselective C–H Sulfonylation of 8-Aminoquinolines

  摘要：

  Copper(I)-catalyzed 5-sulfonation of quinolines via bidentate-chelation assistance has been developed. The reaction is compatible with a wide range of quinoline substrates and arylsulfonyl chlorides. Experimental and theoretical (DFT) investigation implicated that a single electron-transfer process is involved in this sulfonylation transformation.

  DOI：

  10.1021/acs.joc.5b02509

文献信息

• US5627193A
  申请人：——

  公开号：US5627193A

  公开（公告）日：1997-05-06
• Copper-Catalyzed Regioselective C–H Sulfonylation of 8-Aminoquinolines
  作者：Jun Wei、Jingxing Jiang、Xinsheng Xiao、Dongen Lin、Yuanfu Deng、Zhuofeng Ke、Huanfeng Jiang、Wei Zeng

  DOI：10.1021/acs.joc.5b02509

  日期：2016.2.5

  Copper(I)-catalyzed 5-sulfonation of quinolines via bidentate-chelation assistance has been developed. The reaction is compatible with a wide range of quinoline substrates and arylsulfonyl chlorides. Experimental and theoretical (DFT) investigation implicated that a single electron-transfer process is involved in this sulfonylation transformation.