1'-tert-butyl-7',7'-dimethyl-2,5'-dioxo-1',5',6',7',8',9'-hexahydrospiro[indoline-3,4'-pyrrolo[2,3-b]quinoline]-3'-carbonitrile | 1443359-42-9

• 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-7',7'-dimethyl-2,5'-dioxo-1',5',6',7',8',9'-hexahydrospiro[indoline-3,4'-pyrrolo[2,3-b]quinoline]-3'-carbonitrile
• 英文别名: 1'-tert-butyl-7',7'-dimethyl-2,5'-dioxospiro[1H-indole-3,4'-8,9-dihydro-6H-pyrrolo[2,3-b]quinoline]-3'-carbonitrile
• CAS: 1443359-42-9
• 化学式: C₂₅H₂₆N₄O₂
• 分子量: 414.507
• InChiKey: FCYYILFYAHIFMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  31
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  86.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-氨基-1-叔丁基-1H-吡咯-3-甲腈 、 靛红 、 5,5-二甲基-1,3-环己二酮 在 ammonium acetate 作用下， 以 溶剂黄146 为溶剂， 以79%的产率得到1'-tert-butyl-7',7'-dimethyl-2,5'-dioxo-1',5',6',7',8',9'-hexahydrospiro[indoline-3,4'-pyrrolo[2,3-b]quinoline]-3'-carbonitrile
  参考文献：
  名称：

  Novel and efficient synthesis of 4,7-dihydro-1H-pyrrolo[2,3-b]pyridine derivatives via one-pot, three-component approach from N-substituted 5-amino-3-cyanopyrroles, various carbonyl and active methylene compounds

  摘要：

  An efficient route to novel 4,7-dihydro-1H-pyrrolo[2,3-b]pyridines with incorporated tetrahedral fragment in the position-4 via three-component reaction of N-substituted 5-amino-3-cyanopyrroles, various carbonyl and active methylene compounds has been developed. In the same time, by using developed methods here, the 4,7-dihydro-1H-pyrrolo[2,3-b]pyridines with fused 4-spiro-frameworks were synthesized starting from isatins and a set of 1,2-dicarbonyl compounds. The reactions were carried out under mild conditions using ethanol, acetic acid or 1,4-dioxane as solvent. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.115