1-tert-butyl-3-cyano-4-oxo-4,5-dihydro-1H-benzo[h]pyrrolo[2,3-c][2,6]naphthyridine | 1314582-42-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-tert-butyl-3-cyano-4-oxo-4,5-dihydro-1H-benzo[h]pyrrolo[2,3-c][2,6]naphthyridine
• 英文别名: 14-Tert-butyl-9-oxo-8,14,16-triazatetracyclo[8.7.0.02,7.011,15]heptadeca-1(17),2,4,6,10,12,15-heptaene-12-carbonitrile；14-tert-butyl-9-oxo-8,14,16-triazatetracyclo[8.7.0.02,7.011,15]heptadeca-1(17),2,4,6,10,12,15-heptaene-12-carbonitrile
• CAS: 1314582-42-7
• 化学式: C₁₉H₁₆N₄O
• 分子量: 316.362
• InChiKey: NWHVNTLESWZBCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  70.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-氨基-1-叔丁基-1H-吡咯-3-甲腈 、 吲哚-3-乙醛酸甲酯 在 aluminum (III) chloride 作用下， 以 甲醇 为溶剂， 以44%的产率得到1-tert-butyl-3-cyano-4-oxo-4,5-dihydro-1H-benzo[h]pyrrolo[2,3-c][2,6]naphthyridine
  参考文献：
  名称：

  3-Acylindoles as versatile starting materials for pyridine ring annulation: synthesis of 1-deazapurine isosteres

  摘要：

  The reaction of electron-rich aminoheterocycles with 3-acyl- and 3-formylindoles results in indole ring opening and cyclocondensation to give heteroannulated pyridines, which can be regarded as purine isosteres. The transformations reported herein represent rare examples of domino reactions, which include the cleavage of an indole moiety. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.037

文献信息

• 3-Acylindoles as versatile starting materials for pyridine ring annulation: synthesis of 1-deazapurine isosteres
  作者：Ingo Knepper、Viktor O. Iaroshenko、Marcelo Vilches-Herrera、Lutz Domke、Satenik Mkrtchyan、Muhammad Zahid、Alexander Villinger、Peter Langer

  DOI：10.1016/j.tet.2011.05.037

  日期：2011.7

  The reaction of electron-rich aminoheterocycles with 3-acyl- and 3-formylindoles results in indole ring opening and cyclocondensation to give heteroannulated pyridines, which can be regarded as purine isosteres. The transformations reported herein represent rare examples of domino reactions, which include the cleavage of an indole moiety. (C) 2011 Elsevier Ltd. All rights reserved.