9-Acetyl-1,4-dihydropyrano[3,4-b]indol-3-one | 197069-30-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 9-Acetyl-1,4-dihydropyrano[3,4-b]indol-3-one
• CAS: 197069-30-0
• 化学式: C₁₃H₁₁NO₃
• 分子量: 229.235
• InChiKey: OMYIMWOHVKEAJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  48.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  丙烯酸甲酯（MA） 、 9-Acetyl-1,4-dihydropyrano[3,4-b]indol-3-one 以 氯苯 为溶剂， 生成 methyl 9-acetyl-1,2,3,4-tetrahydrocarbazole-2-carboxylate 、 methyl 9-acetyl-1,2,3,4-tetrahydrocarbazole-3-carboxylate
  参考文献：
  名称：

  A simple synthesis of N-acetyl-1,4-dihydropyrano[3,4-b]indol-3-one: Evidence for a stepwise ionic pathway in the generation of indole-2,3-quinodimethanes

  摘要：

  The fact that N-acetyl-1,4-dihydropyrano[3,4-b]indol-3-one, prepared from ethyl 2-methylindole-3-acetate in four steps, is inert towards thermal decarboxylation and that decarboxylation of other 1,4-dihydropyrano[3,4-b]indol-3-ones is accelerated by polar solvent and by electron-donating groups suggests that the decarboxylation is an ionic process. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01530-x
• 作为产物：
  描述：

  Ethyl 2-(1-acetyl-2-methylindol-3-yl)acetate 在 N-溴代丁二酰亚胺(NBS) 、 silver nitrate 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 生成 9-Acetyl-1,4-dihydropyrano[3,4-b]indol-3-one
  参考文献：
  名称：

  A simple synthesis of N-acetyl-1,4-dihydropyrano[3,4-b]indol-3-one: Evidence for a stepwise ionic pathway in the generation of indole-2,3-quinodimethanes

  摘要：

  The fact that N-acetyl-1,4-dihydropyrano[3,4-b]indol-3-one, prepared from ethyl 2-methylindole-3-acetate in four steps, is inert towards thermal decarboxylation and that decarboxylation of other 1,4-dihydropyrano[3,4-b]indol-3-ones is accelerated by polar solvent and by electron-donating groups suggests that the decarboxylation is an ionic process. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01530-x