ethyl 3-(p-nitro-benzoyl)-5-(2'-pyridyl)-indolizine-1-carboxylate | 252201-19-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 3-(p-nitro-benzoyl)-5-(2'-pyridyl)-indolizine-1-carboxylate
• 英文别名: Ethyl 3-(4-nitrobenzoyl)-5-(2-pyridinyl)-1-indolizinecarboxylate；ethyl 3-(4-nitrobenzoyl)-5-pyridin-2-ylindolizine-1-carboxylate
• CAS: 252201-19-7
• 化学式: C₂₃H₁₇N₃O₅
• 分子量: 415.405
• InChiKey: JQDPSDVHXDRRGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  ethyl 3-(p-nitro-benzoyl)-5-(2'-pyridyl)-1,2,3,8a-tetrahydroindolizine-1-carboxylate 在 TPCB 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以55%的产率得到ethyl 3-(p-nitro-benzoyl)-5-(2'-pyridyl)-indolizine-1-carboxylate
  参考文献：
  名称：

  Synthesis of indolizine derivatives by the reaction of 2-(2′-pyridyl)-pyridinium ylides with ethylenic dipolarophiles

  摘要：

  The reaction of 2-(2'-pyridyl)-pyridinium N-ylides with substituted ethylenes such as acrylonitrile and ethyl acrylate gave the corresponding tetrahydroindolizine derivatives in high yields. Tetrahydroindolizine derivatives were dehydrogenated by treating with tetrapyridinecobalt(II) bichromate [CoPy4(HCrO4)(2)] to give aromatic indolizines bearing cyano, aroyl, 2'-pyridyl, ester group at the different positions. Seventeen new indolizine derivatives were prepared. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00798-x

文献信息

• Synthesis of 5-(2′-pyridyl)-indolizines by the reaction of 2-(2′-pyridyl)-pyridinium-ylides with activated alkynes
  作者：Ioan I. Druta、Mioara A. Andrei、Pompiliu S. Aburel

  DOI：10.1016/s0040-4020(97)10419-7

  日期：1998.3

  New heterocyclic compounds, indolizine derivatives, were prepared by 3+2 dipolar cycloaddition reactions. These compounds were synthesized by the reaction of 2-(2′-pyridyl)-pyridinium-ylides 5–8 with dimethyl acetylenedicarboxylate or ethyl propiolate. The structure of the new compounds was established by elemental analysis (C,H,N) and IR and 1HNMR spectral methods.

  通过3 + 2偶极环加成反应制备了新的杂环化合物吲哚嗪衍生物。这些化合物是由2-（2'-吡啶基）-吡啶基吡啶5-8与乙炔二羧酸二甲酯或丙酸乙酯反应而合成的。通过元素分析（C，H，N），IR和1 HNMR光谱方法确定了新化合物的结构。