((E)-1-Phenyl-pent-1-enyl)-[1-phenyl-pent-(Z)-ylidene]-amine | 124313-27-5

• 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)-1-Phenyl-pent-1-enyl)-[1-phenyl-pent-(Z)-ylidene]-amine
• CAS: 124313-27-5
• 化学式: C₂₂H₂₇N
• 分子量: 305.463
• InChiKey: ULIIZFXIQZUAAY-DDOCYNBUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.51
• 重原子数：
  23.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  ((E)-1-Phenyl-pent-1-enyl)-[1-phenyl-pent-(Z)-ylidene]-amine 在 N-氯代丁二酰亚胺 作用下， 以 四氯化碳 为溶剂， 以90%的产率得到8-Chloro-5,7-diphenyl-6-aza-5,7-undecadiene
  参考文献：
  名称：

  Synthesis and diastereofacial selectivity in Diels-Alder reactions of halogenated 2-aza-1,3-dienes

  摘要：

  The synthesis of mono- and trihalogenated derivatives of 2-aza 1,3-dienes 2 and 3 is described. The first example of diastereofacial selectivity in Diels-Alder reactions of heterodienes of type 2 with electron-poor dienophiles is reported, and a model for the explanation of the observed epimeric ratios, based on the interactions between diene and dienophile, is proposed.

  DOI：

  10.1021/jo00014a025

文献信息

• An exceptionally simple and unexpected ‘one-pot’ synthesis of new 4,6-diazasemibullvalenes
  作者：José Barluenga、Françisco J. González、Santos Fustero、Xavier Solans、M. Victoria Domenech

  DOI：10.1039/c39900001057

  日期：——

  An exceptionally simple and unexpected ‘one-pot’ synthesis of the hitherto unknown 4,6-diazasemibullvalene derivatives (5) is achieved by reaction of the chloro-2-aza-1,3-dienes (2) with tetracyanoethylene; the structure of one of the products (5) has been determined by X-ray crystallography.

  通过使氯-2-氮杂-1,3-二烯（2）与四氰基乙烯反应，可实现迄今未知的4,6-二氮杂半bullvalene衍生物（5）的异常简单且出乎意料的“一锅”合成。产物（5）之一的结构已经通过X射线晶体学确定。
• An efficient and general strategy for the synthesis of 1,4-dihydro-λ³- and -λ⁵-azaphosphinines from 2-aza-1,3-dienes
  作者：José Barluenga、Francisco Palacios、Francisco J. González、Santos Fustero

  DOI：10.1039/c39880001596

  日期：——

  The first example of the use of 2-aza-1,3-dienes in the preparation of six-membered heterocycles containing phosphorus and nitrogen is described; 1,4-dihydro-1,4-λ3- and -λ5-azaphosphinines (3) have been prepared by reaction of 2-aza-1,3-diene (1) with halogenophosphines.

  描述了在制备含有磷和氮的六员环杂环化合物中首次使用2-氮杂-1,3-烯烃的例子；通过将2-氮杂-1,3-烯烃（1）与卤素磷烷反应，合成了1,4-二氢-1,4-λ³-和-λ⁵-氮磷烷（3）。
• Diels-alder reaction of unactivated 2-aza-1,3-dienes with diethyl ketomalonate: A carbon dioxide equivalent
  作者：José Barluenga、Francisco J. González、Santos Fustero

  DOI：10.1016/s0040-4039(00)99098-1

  日期：1989.1

  The [4+2] cycloaddition reaction of diethyl ketomalonate and butyl glyoxalate with unactivated 2-aza-1,3-dienes 1 is described for the first time.

  首次描述了酮丁二酸二乙酯和乙二酸丁二酯与未活化的2-氮杂-1,3-二烯1的[4 + 2]环加成反应。
• Synthesis and 1H-NMR configurational study of δ3-thiazolines from 2-aza-1,3-dienes
  作者：Barluenga José、Carlón Raquel Pérez、Peláez Elvira、Joglar Jeśus、Ortiz Fernando López、Santos Fustero

  DOI：10.1016/s0040-4020(01)81191-1

  日期：1992.1
• 2-Aza 1,3-dienes: a new and simple method for the synthesis of functionalized pyridine derivatives
  作者：Jose Barluenga、Francisco Javier Gonzalez、Raquel Perez Carlon、Santos Fustero

  DOI：10.1021/jo00024a011

  日期：1991.11

  The synthesis of 4(1H)-pyridones and 4-chloropyridines from 2-aza 1,3-dienes is described, using carbonic acid derivatives. The process involves a [5 + 1] heterocyclization reaction, with formation of two new carbon-carbon bonds.