1-(2-(4-methoxyphenyl)allyl)piperidine | 1256168-30-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(2-(4-methoxyphenyl)allyl)piperidine
• 英文别名: 1-[2-(4-Methoxyphenyl)prop-2-enyl]piperidine
• CAS: 1256168-30-5
• 化学式: C₁₅H₂₁NO
• 分子量: 231.338
• InChiKey: QACBRZHHLOJZKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2-(4-methoxyphenyl)allyl)piperidine 、 溴乙酸乙酯 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Further studies on vinamidinium salt amine exchange reactions, borohydride reductions, and subsequent transformations

  摘要：

  Studies directed at the amine exchange reaction of vinamidinium salts followed by sodium borohydride reduction to secondary and tertiary allylic amines are described. The tertiary allylic amines were alkylated and subjected to base mediated rearrangement to yield a variety of highly functionalized tertiary homoallylic amines. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.08.075
• 作为产物：
  描述：

  1-(2-(4-methoxyphenyl)-3-piperidin-1-yl-allylidene)piperidinium hexafluorophosphate 在 sodium tetrahydroborate 作用下， 以 异丙醇 为溶剂， 反应 24.0h， 以97%的产率得到1-(2-(4-methoxyphenyl)allyl)piperidine
  参考文献：
  名称：

  Further studies on vinamidinium salt amine exchange reactions, borohydride reductions, and subsequent transformations

  摘要：

  Studies directed at the amine exchange reaction of vinamidinium salts followed by sodium borohydride reduction to secondary and tertiary allylic amines are described. The tertiary allylic amines were alkylated and subjected to base mediated rearrangement to yield a variety of highly functionalized tertiary homoallylic amines. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.08.075

文献信息

• Stannylated allyl carbonates as versatile building blocks for the diversity oriented synthesis of allylic amines and amides
  作者：Christian Bukovec、Uli Kazmaier

  DOI：10.1039/c0ob00945h

  日期：——

  Stannylated allylic carbonates are suitable substrates for Pd-catalyzed allylic aminations. In DMF and with [allylPdCl]2 as catalyst the stannylated allyl amines formed can be directly coupled with electrophiles according to the Stille protocol, giving rise to highly functionalized buiding blocks in excellent yields.

  钯催化的烯丙基胺化反应适用于锡烯丙基碳酸酯作为底物。在DMF中，以[allylPdCl]2为催化剂，所生成的锡烯丙基胺可直接依据Stille偶联协议与亲电试剂反应，高效获得功能化的构建单元，收率极佳。
• Further studies on vinamidinium salt amine exchange reactions, borohydride reductions, and subsequent transformations
  作者：John T. Gupton、Nakul Telang、Xin Jia、Benjamin C. Giglio、James E. Eaton、Peter J. Barelli、Mona Hovaizi、Kayleigh E. Hall、R. Scott Welden、Matthew J. Keough、Eric F. Worrall、Kara L. Finzel、Emily J. Kluball、Rene P.F. Kanters、Timothy M. Smith、Stanton Q. Smith、Shane R. Nunes、Mathew T. Wright、Jennifer M. Birnstihl

  DOI：10.1016/j.tet.2010.08.075

  日期：2010.10

  Studies directed at the amine exchange reaction of vinamidinium salts followed by sodium borohydride reduction to secondary and tertiary allylic amines are described. The tertiary allylic amines were alkylated and subjected to base mediated rearrangement to yield a variety of highly functionalized tertiary homoallylic amines. (C) 2010 Elsevier Ltd. All rights reserved.