1-butyl-4,6-dichloro-1,3-dihydropyrrolo[2,3-b]pyridin-2-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 1-butyl-4,6-dichloro-1,3-dihydropyrrolo[2,3-b]pyridin-2-one
• 英文别名: 2h-Pyrrolo[2,3-b]pyridin-2-one,1-butyl-4,6-dichloro-1,3-dihydro-；1-butyl-4,6-dichloro-3H-pyrrolo[2,3-b]pyridin-2-one
• 化学式: C₁₁H₁₂Cl₂N₂O
• 分子量: 259.135
• InChiKey: WBRIKZYAUNDBFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  33.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,4,6-三氯吡啶 在 过氧化双月桂酰 作用下， 以 1,2-二氯乙烷 、 丙酮 、 甲苯 为溶剂， 反应 21.5h， 生成 1-butyl-4,6-dichloro-1,3-dihydropyrrolo[2,3-b]pyridin-2-one
  参考文献：
  名称：

  Tin-Free Radical Cyclizations for the Synthesis of 7-Azaoxindoles, 7-Azaindolines, Tetrahydro[1,8]naphthyridines, and Tetrahydro-5H-pyrido[2,3-b]azepin-8-ones

  摘要：

  Compounds containing a pyridine nucleus fused to a saturated nitrogen-containing ring, including 7-azaoxindoles, 7-azaindolines, tetrahydro-[1,8]naphthyridines, and tetrahydro-5H-pyrido[2,3-b]azepin-8-ones, were prepared in good yield starting from various 2,6-dichloropyridines. The method hinges on a free-radical xanthate-mediated cyclization or intermolecular addition/cyclization sequence for the construction of the new fused rings.

  DOI：

  10.1021/ol0489649

文献信息

• Tin-Free Radical Cyclizations for the Synthesis of 7-Azaoxindoles, 7-Azaindolines, Tetrahydro[1,8]naphthyridines, and Tetrahydro-5<i>H</i>-pyrido[2,3-<i>b</i>]azepin-8-ones
  作者：Eric Bacqué、Myriem El Qacemi、Samir Z. Zard

  DOI：10.1021/ol0489649

  日期：2004.10.1

  Compounds containing a pyridine nucleus fused to a saturated nitrogen-containing ring, including 7-azaoxindoles, 7-azaindolines, tetrahydro-[1,8]naphthyridines, and tetrahydro-5H-pyrido[2,3-b]azepin-8-ones, were prepared in good yield starting from various 2,6-dichloropyridines. The method hinges on a free-radical xanthate-mediated cyclization or intermolecular addition/cyclization sequence for the construction of the new fused rings.