1-(4-甲氧基苯基)-3,6-二氢-2H-吡啶 | 133157-31-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1-(4-甲氧基苯基)-3,6-二氢-2H-吡啶
• 英文名称: 1-(4-methoxyphenyl)-1,2,5,6-tetrahydropyridine
• 英文别名: 3,4-dehydro-N-(4-methoxyphenyl)piperidine；1-(4-Methoxyphenyl)-1,2,3,6-tetrahydropyridine；1-(4-methoxyphenyl)-3,6-dihydro-2H-pyridine
• CAS: 133157-31-0
• 化学式: C₁₂H₁₅NO
• 分子量: 189.257
• InChiKey: YTCVUOFVWIAAEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-allyl-N-(but-3-enyl)-4-methoxybenzenamine 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以90%的产率得到1-(4-甲氧基苯基)-3,6-二氢-2H-吡啶
  参考文献：
  名称：

  FeCl₃-Catalyzed Oxidative Allylation of sp² and sp³ C−H Bond Adjacent to a Nitrogen Atom: Easy Access to Homoallyl Tertiary Amines

  摘要：

  Oxidative allylation to sp(2)- and sp(3)-carbon attached to the nitrogen atom was accomplished. The alpha-allylation of tertiary amines was catalyzed by easily available hydrated iron(III) chloride in combination with air or aqueous (BuOOH)-Bu-t. Remarkably, N-allyl- and N-propagyl-tethered tertiary amines were also allylated through this protocol.

  DOI：

  10.1021/jo1005813

文献信息

• Iminium ion and acyliminium ion initiated cyclization reactions of vinylsilanes. Regiocontrolled synthesis of tetrahydropyridines and related heterocycles
  作者：Chris Flann、Thomas C. Malone、Larry E. Overman

  DOI：10.1021/ja00254a032

  日期：1987.9
• REGIOSELECTIVE SYNTHESIS OF TETRAHYDROPYRIDINES: 1-(4-METHOXYPHENYL)-1,2,5,6-TETRAHYDROPYRIDINE
  作者：Overman, Larry E.、Flann, Chris J.、Malone, Thomas C.

  DOI：10.15227/orgsyn.068.0188

  日期：——
• FeCl₃-Catalyzed Oxidative Allylation of sp² and sp³ C−H Bond Adjacent to a Nitrogen Atom: Easy Access to Homoallyl Tertiary Amines
  作者：Gullapalli Kumaraswamy、Akula Narayana Murthy、Arigala Pitchaiah

  DOI：10.1021/jo1005813

  日期：2010.6.4

  Oxidative allylation to sp(2)- and sp(3)-carbon attached to the nitrogen atom was accomplished. The alpha-allylation of tertiary amines was catalyzed by easily available hydrated iron(III) chloride in combination with air or aqueous (BuOOH)-Bu-t. Remarkably, N-allyl- and N-propagyl-tethered tertiary amines were also allylated through this protocol.