ethyl 2-fluoro-3-(naphthalen-2-yl)-2-nitro-5-oxohexanoate | 1293293-04-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: ethyl 2-fluoro-3-(naphthalen-2-yl)-2-nitro-5-oxohexanoate
• CAS: 1293293-04-5
• 化学式: C₁₈H₁₈FNO₅
• 分子量: 347.343
• InChiKey: CUNBIDNBJNWZOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.41
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  86.51
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-fluoro-3-(naphthalen-2-yl)-2-nitro-5-oxohexanoate 在 碳酸氢铵 、 对甲苯磺酸 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 以69%的产率得到3-fluoro-6-methyl-4-(naphthalen-2-yl)pyridin-2(1H)-one
  参考文献：
  名称：

  A novel method for the synthesis of 3-fluoro-4-aryl-2-pyridone via unprecedented denitration

  摘要：

  A simple and novel method to the synthesis of 3-fluoro-4-aryl-2-pyridone from a Michael-adduct of fluoronitroacetate and alpha,beta-unsaturated ketone is reported. With (NH4)(2)CO3 as the N-source and TsOH as the promoted acid, a series of fluorinated-pyridones was obtained with moderate to good yields. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.01.047
• 作为产物：
  描述：

  ethyl 2-fluoro-2-nitroacetate 、 4-(2-naphtalenyl)-3-buten-2-one 在 N,N-二甲基乙二胺 、 对硝基苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以77%的产率得到ethyl 2-fluoro-3-(naphthalen-2-yl)-2-nitro-5-oxohexanoate
  参考文献：
  名称：

  A novel method for the synthesis of 3-fluoro-4-aryl-2-pyridone via unprecedented denitration

  摘要：

  A simple and novel method to the synthesis of 3-fluoro-4-aryl-2-pyridone from a Michael-adduct of fluoronitroacetate and alpha,beta-unsaturated ketone is reported. With (NH4)(2)CO3 as the N-source and TsOH as the promoted acid, a series of fluorinated-pyridones was obtained with moderate to good yields. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.01.047