(E)-4-(3-(p-tolyl)allyl)morpholine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-4-(3-(p-tolyl)allyl)morpholine
• 英文别名: 4-[(E)-3-(4-methylphenyl)prop-2-enyl]morpholine
• 化学式: C₁₄H₁₉NO
• 分子量: 217.311
• InChiKey: QQGDHAWDAXASKP-NSCUHMNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  吗啉 、 4-methylcinnamic acid 在 聚合甲醛 作用下， 以 水 为溶剂， 反应 12.0h， 以35%的产率得到(E)-4-(3-(p-tolyl)allyl)morpholine
  参考文献：
  名称：

  Additive-Free Decarboxylative Coupling of Cinnamic Acid Derivatives in Water: Synthesis of Allyl Amines

  摘要：

  The first example of an additive-free decarboxylative coupling of cinnamic acid derivatives with formaldehyde and amines to afford the corresponding allyl amines is reported. This reaction is highly environmentally friendly because it was conducted in H2O and without any additives, releasing only CO2 and H2O as byproducts. This reaction showed a broad substrate scope including cyclic and acyclic amines and high functional group tolerance. Moreover, phenyl dienoic acid participated in this type of decarboxylative coupling reaction.

  DOI：

  10.1021/acs.orglett.5b00303

文献信息

• C–N Bond Formation from Allylic Alcohols via Cooperative Nickel and Titanium Catalysis
  作者：S. Hadi Nazari、Norma Tiempos-Flores、Kelton G. Forson、Jefferson E. Bourdeau、David J. Michaelis

  DOI：10.1021/acs.joc.8b01474

  日期：2018.9.7

  Amination of allylic alcohols is facilitated via cooperative catalysis. Catalytic Ti(O-i-Pr)4 is shown to dramatically increase the rate of nickel-catalyzed allylic amination, and mechanistic experiments confirm activation of the allylic alcohol by titanium. Aminations of primary and secondary allylic alcohols are demonstrated with a variety of amine nucleophiles. Diene-containing substrates also cyclize

  通过协同催化促进烯丙基醇的胺化。催化性Ti（O - Pr）4可以显着提高镍催化的烯丙基胺化的速率，并且机械实验证实钛可以活化烯丙基醇。用各种胺亲核试剂证明伯和仲烯丙基醇的胺化。含二烯的底物在胺化之前还会环化在烯丙基镍中间体上，生成碳环胺产物。此串联过程仅在我们的协同催化系统下才能实现。
• Tsuji-Trost<i>N</i>-Allylation with Allylic Acetates by Using a Cellulose-Palladium Catalyst
  作者：Buchi Reddy Vaddula、Amit Saha、Rajender S. Varma、John Leazer

  DOI：10.1002/ejoc.201201241

  日期：2012.12

  Allylic amines were synthesized by a simple procedure using a biodegradable and easily recyclable heterogeneous cellulose–Pd catalyst through N-allylation of primary and secondary amines. The scope of this protocol includes aliphatic and benzylamines with substituted and unsubstituted allyl acetates and culminates in high yield syntheses. The highlights of the protocol include a ligand-free reaction

  通过伯胺和仲胺的 N-烯丙基化，使用可生物降解且易于回收的多相纤维素-钯催化剂，通过简单的程序合成烯丙胺。该协议的范围包括具有取代和未取代的乙酸烯丙酯的脂肪族和苄胺，并以高产合成告终。该协议的亮点包括无配体反应、简单的处理和催化剂可回收性。
• Gold-Catalyzed Intermolecular Hydroamination of Allenes: First Example of the Use of an Aliphatic Amine in Hydroamination
  作者：Yoshinori Yamamoto、Naoko Nishina

  DOI：10.1055/s-2007-984501

  日期：2007.7

  gold(I) catalyst in toluene at 80 °C gave the corresponding allylic amines in good to moderate yields. To the best of our knowledge, this is the first example for carrying out the gold-catalyzed -intermolecular hydroamination with an aliphatic amine.

  在阳离子金 (I) 催化剂的存在下，在 80 °C 的甲苯中用吗啉处理丙二烯，以良好到中等的产率得到相应的烯丙胺。据我们所知，这是用脂肪胺进行金催化的分子间加氢胺化的第一个例子。
• POLYCYCLIC HETEROARYL SUBSTITUTED TRIAZOLES USEFUL AS AXL INHIBITORS
  申请人：RIGEL PHARMACEUTICALS, INC.

  公开号：US20140323490A1

  公开（公告）日：2014-10-30

  Polycyclic heteroaryl substituted triazoles and pharmaceutical compositions containing the compounds are disclosed as being useful in inhibiting the activity of the receptor protein tyrosine kinase Axl. Methods of using the compounds in treating diseases or conditions associated with Axl activity are also disclosed.

  本发明涉及多环杂芳基取代的三唑化合物以及含有这些化合物的制药组合物，这些化合物被揭示为在抑制受体蛋白酪氨酸激酶Axl的活性方面有用。还揭示了使用这些化合物治疗与Axl活性相关的疾病或病状的方法。
• US8741898B2
  申请人：——

  公开号：US8741898B2

  公开（公告）日：2014-06-03