N-cinnamyl-2-methoxyaniline

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-cinnamyl-2-methoxyaniline
• 英文别名: 2-methoxy-N-(3-phenylprop-2-enyl)aniline
• 化学式: C₁₆H₁₇NO
• 分子量: 239.317
• InChiKey: KFZWSHGIYASBFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-cinnamyl-2-methoxyaniline 在 氧气 、 tris(p-bromophenylammoniumyl) hexachloroantimonate 作用下， 以 乙腈 为溶剂， 反应 36.0h， 以60%的产率得到8-甲氧基-2-苯基喹啉
  参考文献：
  名称：

  从N-肉桂基苯胺到sp3 C的2-芳基喹啉的意外构造？催化自由基阳离子盐诱导的H有氧氧化

  摘要：

  cinnamylanilines的一个意想不到的反应物通过的自由基阳离子盐诱导有氧氧化实现SP 3 Ç  H键，从而提供了一系列的2- arylquinolines。机理研究表明，肉桂基苯胺被氧化成亚胺，亚胺被相应的亚胺分解生成的苯胺攻击。进一步分子内环化和芳构化后，获得了2-芳基喹啉。该反应提供了一种从容易获得的起始原料中构建2-芳基喹啉的新方法。

  DOI：

  10.1002/adsc.201500574
• 作为产物：
  描述：

  1-苯基-1-丙炔 、 邻甲氧基苯胺 在 palladium diacetate 、 苯甲酸 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以90%的产率得到N-cinnamyl-2-methoxyaniline
  参考文献：
  名称：

  使用聚合物负载的三苯基膦-钯配合物作为多相和可回收催化剂，用芳香族和脂肪族胺对内炔进行烯丙基胺化

  摘要：

  开发了一种使用聚合物负载的三苯基膦-钯配合物 [PS-TPP-Pd] 作为高活性非均相可重复使用催化剂对内部炔烃与胺进行烯丙基胺化的简便而新颖的方案。该催化剂表现出显着的活性，可重复使用五个连续循环。该方案适用于各种受阻和官能化的芳香族/脂肪族胺，并以良好到极好的收率提供所需的烯丙基产物。

  DOI：

  10.1002/ejoc.201000463

文献信息

• Allylic Amination of Internal Alkynes with Aromatic and Aliphatic Amines Using Polymer-Supported Triphenylphosphane-Palladium Complex as a Heterogeneous and Recyclable Catalyst
  作者：Yogesh S. Wagh、Pawan J. Tambade、Dinesh N. Sawant、Bhalchandra M. Bhanage

  DOI：10.1002/ejoc.201000463

  日期：2010.9

  for the allylic amination of internal alkynes with amines by using a polymer-supported triphenylphosphane-palladium complex [PS-TPP-Pd] as a highly active heterogeneous reusable catalyst was developed. The catalyst exhibited remarkable activity and is reusable over five consecutive cycles. The protocol was applicable for a variety of hindered and functionalized aromatic/ aliphatic amines and afforded

  开发了一种使用聚合物负载的三苯基膦-钯配合物 [PS-TPP-Pd] 作为高活性非均相可重复使用催化剂对内部炔烃与胺进行烯丙基胺化的简便而新颖的方案。该催化剂表现出显着的活性，可重复使用五个连续循环。该方案适用于各种受阻和官能化的芳香族/脂肪族胺，并以良好到极好的收率提供所需的烯丙基产物。
• Allylation of 1-phenyl-1-propyne with N- and O-pronucleophiles using polymer supported triphenylphosphine palladium complex as a heterogeneous and recyclable catalyst
  作者：Yogesh S. Wagh、Dinesh N. Sawant、Kishor P. Dhake、Krishna M. Deshmukh、Bhalchandra M. Bhanage

  DOI：10.1016/j.tetlet.2011.08.099

  日期：2011.10

  Simple methodology for the allylation of various N- and O-pronucleophiles with 1-phenyl-1-propyne as an allylating agent, using PS-TPP-Pd (polymer supported triphenylphosphine palladium) as a highly active heterogeneous recyclable catalyst has been developed. The protocol is applicable for a wide variety of hindered and functionalized aromatic amines, alcohols, and carboxylic acids. The catalyst exhibited remarkable catalytic activity for five consecutive recycles. (C) 2011 Elsevier Ltd. All rights reserved.
• Talukdar, Sanjay; Banerji, Asoke, Journal of the Indian Chemical Society, 1997, vol. 74, # 11-12, p. 842 - 847
  作者：Talukdar, Sanjay、Banerji, Asoke

  DOI：——

  日期：——
• Palladium-Catalyzed Amination of Allyl Alcohols
  作者：Raju Ghosh、Amitabha Sarkar

  DOI：10.1021/jo2014438

  日期：2011.10.21

  An efficient catalytic amination of aryl-substituted allylic alcohols has been developed. The complex [(eta(3)-allyl)PdCl](2) modified by a bis phosphine ligand, L, has been used as catalyst in the reaction that afforded a wide range of allyl amines in good to excellent yield under mild conditions.
• Pd(OAc)2/dppf as an efficient and highly active catalyst for the allylation of amines, alcohols and carboxylic acids with 1-phenyl-1-propyne
  作者：Yogesh S. Wagh、Dinesh N. Sawant、Pawan J. Tambade、Kishor P. Dhake、Bhalchandra M. Bhanage

  DOI：10.1016/j.tet.2011.02.008

  日期：2011.4

  Pd(OAc)(2)/1,1'-bis(diphenylphosphino)ferrocene as an efficient, highly active catalyst for the allylation of amines, alcohols and carboxylic acids with 1-phenyl-1-propyne has been developed. The effect of various reaction parameters, such as ligand, time, solvent, temperature, metal: ligand ratio and catalyst concentration on yields of the product were investigated. The optimized procedure works well under mild operating conditions and permits rapid generation of a library for various allylated products. (C) 2011 Elsevier Ltd. All rights reserved.