4'-(dimethylamino)-4-methyl-N-(quinolin-8-yl)[1,1'-biphenyl]-2-carboxamide | 1436849-51-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4'-(dimethylamino)-4-methyl-N-(quinolin-8-yl)[1,1'-biphenyl]-2-carboxamide
• CAS: 1436849-51-2
• 化学式: C₂₅H₂₃N₃O
• 分子量: 381.477
• InChiKey: LTTVUAWDUXSYHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.53
• 重原子数：
  29.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  45.23
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  8-氨基喹啉 在 正丁基锂 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 6.67h， 生成 4'-(dimethylamino)-4-methyl-N-(quinolin-8-yl)[1,1'-biphenyl]-2-carboxamide
  参考文献：
  名称：

  Iron-Catalyzed C(sp²)–H Bond Functionalization with Organoboron Compounds

  摘要：

  We report here that an iron-catalyzed directed CH functionalization reaction allows the coupling of a variety of aromatic, heteroaromatic, and olefinic substrates with alkenyl and aryl boron compounds under mild oxidative conditions. We rationalize these results by the involvement of an organoiron(III) reactive intermediate that is responsible for the CH bond-activation process. A zinc salt is crucial to promote the transfer of the organic group from the boron atom to the iron(III) atom.

  DOI：

  10.1021/ja5070763

文献信息

• Ruthenium-catalyzed direct arylation of C–H bonds in aromatic amides containing a bidentate directing group: significant electronic effects on arylation
  作者：Yoshinori Aihara、Naoto Chatani

  DOI：10.1039/c2sc21506c

  日期：——

  by a ruthenium-catalyzed reaction of aromatic amides having an 8-aminoquinoline moiety with aryl bromides. The reaction shows high functional group compatibility. The reaction proceeds in a highly selective manner at the less hindered C–H bonds of meta-substituted aromatic amides. Significant electronic effects are observed in Hammett plots. Electron-withdrawing groups on the aromatic amides facilitate

  的芳基化邻C-H键由具有与芳基溴化物的8-氨基喹啉基部分的芳族酰胺的钌催化反应来实现。该反应显示出高官能团相容性。该反应以较高选择性的方式在间位取代的芳族酰胺的C–H键受阻较小的位置进行。在Hammett图中观察到了明显的电子效应。芳族酰胺上的吸电子基团促进了反应。相反，芳基溴化物上的给电子基团和吸电子基团都加速了反应。