4-bromo-2,2,5,5-tetramethyl-N-phenyl-2,5-dihydro-1H-pyrrole-3-carboxamide | 1422058-66-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 4-bromo-2,2,5,5-tetramethyl-N-phenyl-2,5-dihydro-1H-pyrrole-3-carboxamide
• 英文别名: 4-bromo-2,2,5,5-tetramethyl-N-phenyl-1H-pyrrole-3-carboxamide
• CAS: 1422058-66-9
• 化学式: C₁₅H₁₉BrN₂O
• 分子量: 323.233
• InChiKey: AELWWFZVTFKWAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-bromo-2,2,5,5-tetramethyl-N-phenyl-2,5-dihydro-1H-pyrrole-3-carboxamide 在 selenium 、 copper(l) iodide 、 1,10-菲罗啉 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 以15%的产率得到4,4,6,6-tetramethyl-2-phenyl-5,6-dihydro-2H-pyrrolo[3,4-d][1,2]selenazol-3(4H)-one
  参考文献：
  名称：

  Synthesis of Nitroxide-Annulated Carbocycles and Heterocycles

  摘要：

  New, pyrroline nitroxide annulated lactones, polycycles, and maleimide were synthesized by classical and microwave-assisted methodology. We report the application of the metathesis reaction in the presence of nitroxide yielding a pyrroline nitroxide condensed 1,4-benzoquinone as a paramagnetic dienophile. The formation of the isoselenazolone-fused pyrroline ring system was examined and different reactivity was observed with pyrrolin-1-oxyl and pyrroline derivatives.

  DOI：

  10.1055/s-0032-1317516
• 作为产物：
  描述：

  3-bromo-4-carboxy-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxyl 在 吡啶 、 氯化亚砜 、 铁粉 、 溶剂黄146 作用下， 以 苯 为溶剂， 反应 1.5h， 生成 4-bromo-2,2,5,5-tetramethyl-N-phenyl-2,5-dihydro-1H-pyrrole-3-carboxamide
  参考文献：
  名称：

  Synthesis of Nitroxide-Annulated Carbocycles and Heterocycles

  摘要：

  New, pyrroline nitroxide annulated lactones, polycycles, and maleimide were synthesized by classical and microwave-assisted methodology. We report the application of the metathesis reaction in the presence of nitroxide yielding a pyrroline nitroxide condensed 1,4-benzoquinone as a paramagnetic dienophile. The formation of the isoselenazolone-fused pyrroline ring system was examined and different reactivity was observed with pyrrolin-1-oxyl and pyrroline derivatives.

  DOI：

  10.1055/s-0032-1317516