3-methoxy-2-(2-nitrophenyl)-2-cyclohexen-1-one | 176042-30-1

• 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: 3-methoxy-2-(2-nitrophenyl)-2-cyclohexen-1-one
• 英文别名: 3-methoxy-2-(o-nitrophenyl)-2-cyclohexenone；3-methoxy-2-(2-nitrophenyl)cyclohex-2-en-1-one
• CAS: 176042-30-1
• 化学式: C₁₃H₁₃NO₄
• 分子量: 247.251
• InChiKey: RGOSZFJLGCUWFO-UHFFFAOYSA-N

物化性质

• 沸点：
  456.6±45.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.71
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  69.44
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-methoxy-2-(2-nitrophenyl)-2-cyclohexen-1-one 在 二异丁基氢化铝 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以73%的产率得到2-(2-nitrophenyl)-2-cyclohexen-1-one
  参考文献：
  名称：

  3a-(o-Nitrophenyl)octahydroindol-4-ones: Synthesis and spectroscopic analysis

  摘要：

  A short entry to 3a-(o-nitrophenyl)octahydroindol-4-ones employing ozonolysis and double reductive amination of 2-allyl-2-(o-nitrophenyl)-1,3-cyclohexanedione (9) is described. The symmetric dione 9 is synthesized in a 50% overall yield from 1,3-cyclohexanedione by means of o-nitroarylation followed by O-allylation and subsequent Claisen rearrangement. Configurational and conformational aspects of azabicyclic derivatives 1 (a-k) are discussed.

  DOI：

  10.1016/s0040-4020(96)00065-8
• 作为产物：
  描述：

  1,3-环己二酮 在 potassium carbonate 作用下， 以 二甲基亚砜 、 丙酮 为溶剂， 反应 6.0h， 生成 3-methoxy-2-(2-nitrophenyl)-2-cyclohexen-1-one
  参考文献：
  名称：

  3a-(o-Nitrophenyl)octahydroindol-4-ones: Synthesis and spectroscopic analysis

  摘要：

  A short entry to 3a-(o-nitrophenyl)octahydroindol-4-ones employing ozonolysis and double reductive amination of 2-allyl-2-(o-nitrophenyl)-1,3-cyclohexanedione (9) is described. The symmetric dione 9 is synthesized in a 50% overall yield from 1,3-cyclohexanedione by means of o-nitroarylation followed by O-allylation and subsequent Claisen rearrangement. Configurational and conformational aspects of azabicyclic derivatives 1 (a-k) are discussed.

  DOI：

  10.1016/s0040-4020(96)00065-8

文献信息

• Palladium-catalyzed synthesis of 1,2-dihydro-4(3H)-carbazolones. Formal total synthesis of murrayaquinone A
  作者：Tricia L Scott、Björn C.G Söderberg

  DOI：10.1016/s0040-4020(03)00976-1

  日期：2003.8

  Two sequential palladium-catalyzed reactions are the key steps in a novel synthetic route to 1,2-dihydro-4(3H)-carbazolones. The steps are an intermolecular Stille cross-coupling followed by a reductive N-heteroannulation. A formal total synthesis of murrayaquinone A, employing this sequence, is reported. (C) 2003 Elsevier Ltd. All fights reserved.