N-(but-3-en-1-yl)-4-methoxy-N-methylaniline | 145489-94-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-(but-3-en-1-yl)-4-methoxy-N-methylaniline
• 英文别名: N-(but-3-enyl)-4-methoxy-N-methylbenzenamine；N-but-3-enyl-4-methoxy-N-methylaniline
• CAS: 145489-94-7
• 化学式: C₁₂H₁₇NO
• 分子量: 191.273
• InChiKey: GMWDPWSBQOHJER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• 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：

  邻甲氧基苯胺 在 sodium tetrahydroborate 、 氧气 、 溶剂黄146 作用下， 以 2,2,2-三氟乙醇 、 1,2-二氯乙烷 为溶剂， 70.0 ℃ 、101.33 kPa 条件下， 反应 25.0h， 生成 N-(but-3-en-1-yl)-4-methoxy-N-methylaniline
  参考文献：
  名称：

  Acetic Acid Promoted Metal-Free Aerobic Carbon–Carbon Bond Forming Reactions at α-Position of Tertiary Amines

  摘要：

  The oxidative functionalization of the benzylic C-H bonds in tetrahydroisoquinolines and tetrahydro-β-carboline derivatives was investigated. C-C bond forming reactions proceeded with a range of nucleophiles (nitroalkane, enol silyl ether, indole, allylstannane, and tetrabutylammonium cyanide) under metal-free conditions and an oxygen atmosphere. Acetic acid caused a significant acceleration effect.

  DOI：

  10.1021/ol5018883

文献信息

• 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.
• Acetic Acid Promoted Metal-Free Aerobic Carbon–Carbon Bond Forming Reactions at α-Position of Tertiary Amines
  作者：Hirofumi Ueda、Kei Yoshida、Hidetoshi Tokuyama

  DOI：10.1021/ol5018883

  日期：2014.8.15

  The oxidative functionalization of the benzylic C-H bonds in tetrahydroisoquinolines and tetrahydro-β-carboline derivatives was investigated. C-C bond forming reactions proceeded with a range of nucleophiles (nitroalkane, enol silyl ether, indole, allylstannane, and tetrabutylammonium cyanide) under metal-free conditions and an oxygen atmosphere. Acetic acid caused a significant acceleration effect.