4-(naphthalen-2-ylamino)butanenitrile

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-(naphthalen-2-ylamino)butanenitrile
• 化学式: C₁₄H₁₄N₂
• mdl: MFCD12193860
• 分子量: 210.279
• InChiKey: AEGLGGBEHXESQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.214
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  cyclobutanone O-benzoyl oxime 、 2-萘胺 在 bis(2,2,6,6-tetramethyl-3,5-heptadionato) copper(II) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以80%的产率得到4-(naphthalen-2-ylamino)butanenitrile
  参考文献：
  名称：

  Single-Electron-Transfer-Induced C(sp³)–N Couplings via C–C Bond Cleavage of Cycloketoxime Esters

  摘要：

  A practical single-electron-transfer-induced selective C(sp(3))-N coupling of cycloketoximes with anilines via C-C bond cleavage under copper-catalytic and synergetic photoredox/copper-catalytic reaction systems has been uncovered. These two powerful and simple protocols demonstrated excellent selectivity and good functional group compatibility without any base or ligand control. Preliminary mechanistic experiments indicated that a radical-mediated process was involved in these transformations.

  DOI：

  10.1021/acs.joc.9b01338

文献信息

• Single-Electron-Transfer-Induced C(sp³)–N Couplings via C–C Bond Cleavage of Cycloketoxime Esters
  作者：Binlin Zhao、Minyan Wang、Zhuangzhi Shi

  DOI：10.1021/acs.joc.9b01338

  日期：2019.8.16

  A practical single-electron-transfer-induced selective C(sp(3))-N coupling of cycloketoximes with anilines via C-C bond cleavage under copper-catalytic and synergetic photoredox/copper-catalytic reaction systems has been uncovered. These two powerful and simple protocols demonstrated excellent selectivity and good functional group compatibility without any base or ligand control. Preliminary mechanistic experiments indicated that a radical-mediated process was involved in these transformations.