6-phenyl-1,3-diazapyrene | 1020166-25-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-phenyl-1,3-diazapyrene
• 英文别名: 6-Phenyl-1,3-diazapyrene；12-phenyl-5,7-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),5,7,9,11,13-octaene
• CAS: 1020166-25-9
• 化学式: C₂₀H₁₂N₂
• 分子量: 280.329
• InChiKey: CYDOZJAKNLVEOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-苯基嘧啶 、 呸啶 在 polyphosphoric acid 作用下， 以75%的产率得到6-phenyl-1,3-diazapyrene
  参考文献：
  名称：

  嘧啶作为 1,3-二羰基化合物的替代物在周环中环化到 1,3-二氮杂芘

  摘要：

  开发了一种用于酸介导的嘧啶环化环化的高效方案。用作 1,3-二羰基化合物替代物的嘧啶允许提供苯并[gh] 嘧啶，包括几乎无法获得的类似物、未取代的或在 C-6、C-8 处单取代的类似物。研究了使用 5-溴嘧啶的反应的局限性。

  DOI：

  10.1002/ejoc.201601589

文献信息

• Novel three-component reaction of perimidines with 1,3,5-triazines and carbonyl compounds in polyphosphoric acid. an efficient method for peri-annelation of a carbocyclic and pyridine ring
  作者：A. V. Aksenov、N. A. Aksenov、A. S. Lyakhovnenko、A. B. Kumshaeva、I. V. Aksenova

  DOI：10.1007/s10593-012-1037-8

  日期：2012.7

  Methods have been developed for the synthesis of 1,3-diazapyrenes, 8(6)-aryl-6(8)-oxo-1,6,7,8-tetra-hydro-1,3-diazapyrenes, and 1,3,7-triazapyrenes based on a three-component reaction of perimidines with 1,3,5-triazines and carbonyl compounds, benzonitrile, or vinyl butyl ether in polyphosphoric acid.

  已经开发出用于合成1,3-二氮杂戊烯，8（6）-芳基-6（8）-氧代-1,6,7,8-四氢-1,3-二氮杂戊烯和1,3的方法，7-三氮杂py烯基于多im啶与1,3,5-三嗪和羰基化合物，苄腈或乙烯基丁基醚在多磷酸中的三组分反应。
• Novel three-component peri-annelation reactions of carbocyclic and pyridine rings with perimidines—synthesis of 1,3-diazapyrenes and 1,3,7-triazapyrenes
  作者：Alexander V. Aksenov、Alexander S. Lyahovnenko、Inna V. Aksenova、Oleg N. Nadein

  DOI：10.1016/j.tetlet.2008.01.064

  日期：2008.3

  A new effective synthetic method for 1,3-diazapyrenes and 1,3,7-triazapyrenes is developed based on the three-component reaction of perimidines or 1,8-diaminonaphthalene with 1,3,5-triazines and carbonyl compounds or benzonitrile in polyphosphoric acid (PPA).

  基于环二嘧啶或1,8-二氨基萘与1,3,5-三嗪和羰基化合物或苄腈的三组分反应，提出了一种有效的1,3-二氮杂戊烯和1,3,7-三氮杂戊烯的合成新方法。多磷酸（PPA）。
• Novel approach to the synthesis of 1,3-diazapyrenes
  作者：A. V. Aksenov、I. V. Borovlev、I. V. Aksenova、D. A. Lobach、A. S. Lyakhovnenko

  DOI：10.1007/s10593-009-0227-5

  日期：2009.1

  Methods have been developed for the synthesis of 1,3-diazapyrenes based on the reactions of perimidines with ethoxymethylene-1,3-dicarbonyl compounds and also 6(7)-benzoyl(acetyl, formyl)perimidines with carbonyl compounds in PPA.
• Synthesis of 1,3-diazapyrenes and 1,3,7-triazapyrenes by the reaction of 1,8-naphthalenediamine with triazine in the presence of carbonyl compounds or benzonitrile in polyphosphoric acid
  作者：A. V. Aksenov、I. V. Aksenova、A. S. Lyakhovnenko、N. A. Aksenov

  DOI：10.1007/s10593-009-0192-z

  日期：2008.11

  A novel three-component synthesis has been developed for 1,3-diazapyrenes based on the reaction of 1,8-naphthalenediamine with triazine and carbonyl compounds in polyphosphoric acid (PPA). The use of benzonitrile in place of the carbonyl compounds in this reaction gives 6-phenyl-1,3,7-triazapyrenes.
• Unexpected result in the reaction of 1,8-naphthalenediamine with triazine and carbonyl compounds in polyphosphoric acid
  作者：A. V. Aksenov、A. S. Lyakhovnenko、I. V. Aksenova、N. A. Aksenov

  DOI：10.1007/s10593-009-0180-3

  日期：2008.10