N-allyl-N-(6-chloropyridin-2-yl)acetamide | 791095-98-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-allyl-N-(6-chloropyridin-2-yl)acetamide
• 英文别名: N-(6-chloropyridin-2-yl)-N-prop-2-enylacetamide
• CAS: 791095-98-2
• 化学式: C₁₀H₁₁ClN₂O
• 分子量: 210.663
• InChiKey: UTHBTVKJZBJSCV-UHFFFAOYSA-N

物化性质

• 沸点：
  336.1±37.0 °C(Predicted)
• 密度：
  1.208±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  33.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-allyl-N-(6-chloropyridin-2-yl)acetamide 在 过氧化双月桂酰 作用下， 以 1,2-二氯乙烷 、 氯苯 为溶剂， 生成 3-(1-acetyl-6-chloro-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-3-yl)-1-cyclopropylpropan-1-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
• 作为产物：
  描述：

  2,6-二氯吡啶 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 N-allyl-N-(6-chloropyridin-2-yl)acetamide
  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

• An unprecedented radical ring closure on a pyridine nitrogen
  作者：Myriem El Qacemi、Louis Ricard、Samir Z. Zard

  DOI：10.1039/b609021d

  日期：——

  An unprecedented radical ring-closure onto the pyridine nitrogen was observed when certain types of substituents were present around the pyridine nucleus.

  当某些类型的取代基存在于吡啶核周围时，观察到了前所未有的激进环闭合现象，发生在吡啶氮上。
• O-Ethyl-S-(1,2,2,2-Tetrafluoroethyl)-Dithiocarbonate: A Convenient Reagent for the Generation and Capture of 1,2,2,2-Tetra­fluoroethyl Radicals
  作者：Samir Zard、David Clemente-Tejeda

  DOI：10.1055/s-0035-1560539

  日期：——

  The synthesis of a new fluorinated reagent O-ethyl S-(1,2,2,2-tetrafluoroethyl) carbonodithioate (xanthate) and its use for the generation and capture of the hitherto unexplored 1,2,2,2-tetrafluoroethyl radicals is described. This reagent allows the convenient introduction of the rare CF3CHF motif onto various olefinic substrates with a high functional-group tolerance.
• 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.