2-diazo-1-(1-ethyl-6-methoxy-3,4-dihydro-2H-naphthalen-1-yl)ethanone | 195370-78-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 2-diazo-1-(1-ethyl-6-methoxy-3,4-dihydro-2H-naphthalen-1-yl)ethanone
• CAS: 195370-78-6
• 化学式: C₁₅H₁₈N₂O₂
• 分子量: 258.32
• InChiKey: AYICOKLFAXWROX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  28.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-diazo-1-(1-ethyl-6-methoxy-3,4-dihydro-2H-naphthalen-1-yl)ethanone 在 Rh₂(tpa)2 作用下， 生成 1-Ethyl-5-methoxytricyclo[7.2.1.02,7]dodeca-2(7),3,5-trien-11-one 、 8a-Ethyl-4-methoxy-2,6,7,8-tetrahydroacenaphthylen-1-one
  参考文献：
  名称：

  Regiocontrol in the rhodium (II) catalysed reactions of 1,2,3,4-tetrahydro-1-naphthyl diazomethyl ketones: Potential applications to the synthesis of Galbulimima alkaloids

  摘要：

  The selectivity of diazoketone derived rhodium-carbenoid insertions into aromatic and aliphatic C-H bonds has been shown to be sensitive to the total steric environment of the participating groups and may be controlled by varying the steric bulk of the ligands on rhodium. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01252-5
• 作为产物：
  描述：

  methyl 6-methoxy-1,2,3,4-tetrahydronaphthalene-1-carboxylate 在 草酰氯 、 potassium tert-butylate 、 N,N-二甲基甲酰胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 水 为溶剂， 反应 78.0h， 生成 2-diazo-1-(1-ethyl-6-methoxy-3,4-dihydro-2H-naphthalen-1-yl)ethanone
  参考文献：
  名称：

  Regiocontrol in the rhodium (II) catalysed reactions of 1,2,3,4-tetrahydro-1-naphthyl diazomethyl ketones: Potential applications to the synthesis of Galbulimima alkaloids

  摘要：

  The selectivity of diazoketone derived rhodium-carbenoid insertions into aromatic and aliphatic C-H bonds has been shown to be sensitive to the total steric environment of the participating groups and may be controlled by varying the steric bulk of the ligands on rhodium. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01252-5

文献信息

• Regiocontrol in the rhodium (II) catalysed reactions of 1,2,3,4-tetrahydro-1-naphthyl diazomethyl ketones: Potential applications to the synthesis of Galbulimima alkaloids
  作者：Lewis N. Mander、Adam P. Wells

  DOI：10.1016/s0040-4039(97)01252-5

  日期：1997.8

  The selectivity of diazoketone derived rhodium-carbenoid insertions into aromatic and aliphatic C-H bonds has been shown to be sensitive to the total steric environment of the participating groups and may be controlled by varying the steric bulk of the ligands on rhodium. (C) 1997 Elsevier Science Ltd.