1-Naphthalen-2-ylhexane-1,3-dione | 1307414-40-9

• 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: 1-Naphthalen-2-ylhexane-1,3-dione
• CAS: 1307414-40-9
• 化学式: C₁₆H₁₆O₂
• mdl: MFCD13480133
• 分子量: 240.302
• InChiKey: SVWJYNXPLSZJQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Naphthalen-2-ylhexane-1,3-dione 在 甲酸铵 作用下， 以 甲醇 为溶剂， 以80%的产率得到(Z)-3-amino-1-(naphthalen-2-yl)hex-2-en-1-one
  参考文献：
  名称：

  Formation of Functionalized 2H-Azirines through PhIO-Mediated Trifluoroethoxylation and Azirination of Enamines

  摘要：

  A variety of enaminones and enamine carboxylic esters were converted to trifluoroethoxylated 2H-azirines through reactions with PhIO in trifluoroethanol (TFE). The cascade reaction is postulated to proceed via a PhIO-mediated oxidative trifluoroethoxylation and a subsequent azirination of the alpha-trifluoroethoxylated enamine intermediates.

  DOI：

  10.1021/ol4030716
• 作为产物：
  描述：

  丁酸甲酯 、 2-萘乙酮 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 1-Naphthalen-2-ylhexane-1,3-dione
  参考文献：
  名称：

  Direct Oxidative Coupling of Enamines and Electron-Deficient Amines: TBAI/TBHP-Mediated Synthesis of Substituted Diaminoalkenes under Metal-Free Conditions

  摘要：

  A metal-free cross-coupling of enamines and electron-deficient amines through oxidative C(sp(2))-N bond formation has been realized by using TBAI as catalyst and TBHP as oxidant. This novel strategy allows for an efficient organocatalytic synthesis of the synthetically useful diaminoalkene derivatives and is highlighted by appealing features such as readily available of the starting materials, wide substrate scope and transition-metal-free characteristics.

  DOI：

  10.1021/ol5026525

文献信息

• Direct Oxidative Coupling of Enamines and Electron-Deficient Amines: TBAI/TBHP-Mediated Synthesis of Substituted Diaminoalkenes under Metal-Free Conditions
  作者：Yucheng Yuan、Wenjuan Hou、Daisy Zhang-Negrerie、Kang Zhao、Yunfei Du

  DOI：10.1021/ol5026525

  日期：2014.10.17

  A metal-free cross-coupling of enamines and electron-deficient amines through oxidative C(sp(2))-N bond formation has been realized by using TBAI as catalyst and TBHP as oxidant. This novel strategy allows for an efficient organocatalytic synthesis of the synthetically useful diaminoalkene derivatives and is highlighted by appealing features such as readily available of the starting materials, wide substrate scope and transition-metal-free characteristics.
• Formation of Functionalized 2<i>H</i>-Azirines through PhIO-Mediated Trifluoroethoxylation and Azirination of Enamines
  作者：Xiaoqian Sun、Youran Lyu、Daisy Zhang-Negrerie、Yunfei Du、Kang Zhao

  DOI：10.1021/ol4030716

  日期：2013.12.20

  A variety of enaminones and enamine carboxylic esters were converted to trifluoroethoxylated 2H-azirines through reactions with PhIO in trifluoroethanol (TFE). The cascade reaction is postulated to proceed via a PhIO-mediated oxidative trifluoroethoxylation and a subsequent azirination of the alpha-trifluoroethoxylated enamine intermediates.