3-acetoxy-3-nitromethyl-2,3-dihydroindol-2-one | 263143-93-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-acetoxy-3-nitromethyl-2,3-dihydroindol-2-one
• 英文别名: [3-(nitromethyl)-2-oxo-1H-indol-3-yl] acetate
• CAS: 263143-93-7
• 化学式: C₁₁H₁₀N₂O₅
• 分子量: 250.211
• InChiKey: HGMASWGQKLWUOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6,7-Dimethoxy-(2-methoxycarbonylmethyl)-3,4-dihydroisoquinolin-2-ium bromide 、 3-acetoxy-3-nitromethyl-2,3-dihydroindol-2-one 在 三乙胺 作用下， 以 甲苯 为溶剂， 以73%的产率得到methyl 5',6'-dimethoxy-3'-nitro-2-oxo-1,1',2,2',3',3a',8',9'-octahydro spiro[indolo-(3,2')-pyrrolo[2,1-a]isoquinoline]-1-carboxylate
  参考文献：
  名称：

  Tandem in situ Generation of Azomethine Ylides and Base Sensitive Nitroethylene Dipolarophiles

  摘要：

  We have studied the behaviour of 2-acetoxy-nitroethane derivatives in the presence of triethylamine and of an azomethine ylide generated also by the action of this base in the same reaction mixture. Under these conditions the nitro-olefins are generated and react in situ with the corresponding dipoles, giving pyrrolidine derivatives in moderate to good yields. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)01028-5
• 作为产物：
  描述：

  3-hydroxy-3-[1-nitromethyl]-2,3-dihydro-1H-indol-2-one 、 乙酰氯 以93%的产率得到3-acetoxy-3-nitromethyl-2,3-dihydroindol-2-one
  参考文献：
  名称：

  Tandem in situ Generation of Azomethine Ylides and Base Sensitive Nitroethylene Dipolarophiles

  摘要：

  We have studied the behaviour of 2-acetoxy-nitroethane derivatives in the presence of triethylamine and of an azomethine ylide generated also by the action of this base in the same reaction mixture. Under these conditions the nitro-olefins are generated and react in situ with the corresponding dipoles, giving pyrrolidine derivatives in moderate to good yields. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)01028-5

文献信息

• Tandem in situ Generation of Azomethine Ylides and Base Sensitive Nitroethylene Dipolarophiles
  作者：Imre Fejes、László Tőke、Miklós Nyerges、Chwang Siek Pak

  DOI：10.1016/s0040-4020(99)01028-5

  日期：2000.1

  We have studied the behaviour of 2-acetoxy-nitroethane derivatives in the presence of triethylamine and of an azomethine ylide generated also by the action of this base in the same reaction mixture. Under these conditions the nitro-olefins are generated and react in situ with the corresponding dipoles, giving pyrrolidine derivatives in moderate to good yields. (C) 2000 Elsevier Science Ltd. All rights reserved.