6H-indeno[1,2-b]pyrido[4,3-e]pyrazin-6-one | 40114-87-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶吡嗪类
• 英文名称: 6H-indeno[1,2-b]pyrido[4,3-e]pyrazin-6-one
• 英文别名: 2,6,9-Triazatetracyclo[8.7.0.03,8.011,16]heptadeca-1,3(8),4,6,9,11,13,15-octaen-17-one
• CAS: 40114-87-2
• 化学式: C₁₄H₇N₃O
• 分子量: 233.229
• InChiKey: STHADULWOQLFNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  香豆素 、 6H-indeno[1,2-b]pyrido[4,3-e]pyrazin-6-one 、 L-脯氨酸 以 乙醇 为溶剂， 反应 6.0h， 以76%的产率得到
  参考文献：
  名称：

  无活化剂非对映选择性1,3-偶极环加成：快速获得基于香豆素的螺多杂环加合物

  摘要：

  已经描述了偶氮甲碱叶立德和香豆素衍生物的正式非对映选择性1,3-偶极环加成，以构建香豆素基螺环多杂环。各种杂环羰基化合物（茚并喹喔啉和靛红）实现了偶氮叶立德的原位生成。该转化也适用于马来酰亚胺亲偶极物，用于合成氢马来酰亚胺衍生物。这些脱羧成环既不需要任何催化剂也不需要任何活化剂。此外，在环境条件下反应后，通过过滤从反应混合物中分离出纯产物。

  DOI：

  10.1039/d1ra05070b
• 作为产物：
  描述：

  3,4-二氨基吡啶 、 1,2,3-茚满三酮 在 poly(N,N′-dibromo-N-ethylnaphthyl-2,7-disulfonamide 作用下， 以 neat (no solvent) 为溶剂， 反应 0.1h， 以95%的产率得到6H-indeno[1,2-b]pyrido[4,3-e]pyrazin-6-one
  参考文献：
  名称：

  Synthesis of Bisindolylindeno[1,2-b]quinoxaline and Bisindolylindeno[3,4-b]pyrazine with Poly(N,N′-dibromo-N-ethylnaphthyl-2,7-disulfonamide)

  摘要：

  Poly(N,N-dibromo-N-ethylnaphthyl-2,7-disulfonamide) (PBNS) as novel reagent was synthesized. Bisindolylindeno[1,2-b]quinoxaline and bisindolylindeno[3,4-b]pyrazine derivatives were synthesized in a simple and efficient method from the three-component condensation reaction of indole, indane-1,2,3-trione, and diamine aromatic compounds by PBNS under solvent-free conditions at 80 degrees C in good to excellent yields, short reaction times, and a simple procedure for new derivatives. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications((R)) for the following free supplemental resource(s): Full experimental and spectral details.]

  DOI：

  10.1080/00397911.2013.829237

文献信息

• Synthesis of Spirohydantoins and Schiff Bases of Indenoquinoxalinones and Indenopyridopyrazinones
  作者：J.H. Song、S.M. Bae、H.Y. Shin、D.I. Jung、J.H. Cho

  DOI：10.14233/ajchem.2020.22679

  日期：——

  compounds containing spirohydantoin and Schiff bases of indenoquinoxalines and indenopyridopyrazinones expose valuable pharmacological properties. Herein, an effective synthesis and stereochemistry of indenoquinoxalinones (2a, 2b+bi~2d+di) and indenopyridopyrazinones (2e+ei~g+gi) via the reaction of ninhydrin with desirable diamines is reported. We synthesized the corres-ponding spirohydantoins (3a, 3b~d and

  许多含有螺乙内酰脲和茚并喹喔啉和茚并吡啶并吡嗪酮席夫碱的化合物的主要结构揭示了有价值的药理学特性。在此，报道了通过茚三酮与所需二胺的反应有效合成茚并喹喔啉酮（2a，2b+bi~2d+di）和茚并吡啶并吡嗪酮（2e+ei~g+gi）的立体化学。我们以茚并[1,2-b]喹喔啉酮类和茚并[1,2-b]吡啶并[3,2-e]吡嗪酮类为原料,按照标准品合成了相应的螺乙内酰脲(3a,3b~d和3bi~di) Bucherer-Bergs 条件（KCN、碳酸铵、乙腈，回流，不含 NaHSO3）。还合成了四环茚并[1,2-b]喹喔啉酮类的偶氮甲碱类似物(4~8+8i)作为席夫碱。
• Activator free diastereoselective 1,3-dipolar cycloaddition: a quick access to coumarin based spiro multi heterocyclic adducts
  作者：Nagender Thadem、Manda Rajesh、Saibal Das

  DOI：10.1039/d1ra05070b

  日期：——

  A formal diastereoselective 1,3-dipolar cycloaddition of azomethine ylide and coumarin derivatives to construct coumarin based spiro multi heterocyclics has been described. The in situ generation of azo-ylide was achieved for various heterocyclic carbonyls (indenoquinoxaline and isatin). This transformation is also suitable for maleimide dipolarophiles for the synthesis of hydro-maleimide derivatives

  已经描述了偶氮甲碱叶立德和香豆素衍生物的正式非对映选择性1,3-偶极环加成，以构建香豆素基螺环多杂环。各种杂环羰基化合物（茚并喹喔啉和靛红）实现了偶氮叶立德的原位生成。该转化也适用于马来酰亚胺亲偶极物，用于合成氢马来酰亚胺衍生物。这些脱羧成环既不需要任何催化剂也不需要任何活化剂。此外，在环境条件下反应后，通过过滤从反应混合物中分离出纯产物。
• Synthesis of Bisindolylindeno[1,2-b]quinoxaline and Bisindolylindeno[3,4-b]pyrazine with Poly(<i>N,N</i>′-dibromo-<i>N</i>-ethylnaphthyl-2,7-disulfonamide)
  作者：Ardeshir Khazaei、Abdolhossien Massoudi、Mahdieh Chegeni

  DOI：10.1080/00397911.2013.829237

  日期：2014.3.4

  Poly(N,N-dibromo-N-ethylnaphthyl-2,7-disulfonamide) (PBNS) as novel reagent was synthesized. Bisindolylindeno[1,2-b]quinoxaline and bisindolylindeno[3,4-b]pyrazine derivatives were synthesized in a simple and efficient method from the three-component condensation reaction of indole, indane-1,2,3-trione, and diamine aromatic compounds by PBNS under solvent-free conditions at 80 degrees C in good to excellent yields, short reaction times, and a simple procedure for new derivatives. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications((R)) for the following free supplemental resource(s): Full experimental and spectral details.]