(E)-3-(2-(piperidin-1-yl)vinyl)pyridine | 1312937-76-0

• 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: (E)-3-(2-(piperidin-1-yl)vinyl)pyridine
• 英文别名: (E)-1-(2-(N-methyl-2-indolyl)ethenyl)piperidine；(E)-3-(2-(Piperidin-1-yl)vinyl)pyridine；3-[(E)-2-piperidin-1-ylethenyl]pyridine
• CAS: 1312937-76-0
• 化学式: C₁₂H₁₆N₂
• 分子量: 188.272
• InChiKey: SEOFNKJJMALDQG-UXBLZVDNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  16.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(piperidin-1-yl)-2-(pyridin-3-yl)ethanone 在 三甲氧基硅烷 、 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以90%的产率得到(E)-3-(2-(piperidin-1-yl)vinyl)pyridine
  参考文献：
  名称：

  Catalytic Reductive Dehydration of Tertiary Amides to Enamines under Hydrosilylation Conditions

  摘要：

  Tertiary amides are efficiently reduced to their corresponding enamines under hydrosilylation conditions, using a transition-metal-free catalytic protocol based on t-BuOK (5 mol %) and (MeO)(3)SiH or (EtO)(3)SiH as the reducing agent. The enamines were formed with high selectivity in good-to-excellent yields.

  DOI：

  10.1021/ol403302g

文献信息

• Rhodium-Catalyzed anti-Markovnikov Addition of Secondary Amines to Arylacetylenes at Room Temperature
  作者：Kazunori Sakai、Takuya Kochi、Fumitoshi Kakiuchi

  DOI：10.1021/ol201453h

  日期：2011.8.5

  An efficient method for synthesis of E-enamines by the anti-Markovnikov addition of secondary amines to terminal alkynes is described. The reaction of a variety of aryl- and heteroarylacetylenes proceeded at room temperature using a combination of a 8-quinolinolato rhodium complex and P(p-MeOC6H4)(3) as a catalyst. The products were obtained as enamines by simple bulb-to-bulb distillation.
• Catalytic Reductive Dehydration of Tertiary Amides to Enamines under Hydrosilylation Conditions
  作者：Alexey Volkov、Fredrik Tinnis、Hans Adolfsson

  DOI：10.1021/ol403302g

  日期：2014.2.7

  Tertiary amides are efficiently reduced to their corresponding enamines under hydrosilylation conditions, using a transition-metal-free catalytic protocol based on t-BuOK (5 mol %) and (MeO)(3)SiH or (EtO)(3)SiH as the reducing agent. The enamines were formed with high selectivity in good-to-excellent yields.