9-(1-乙酰基-2-羟基-1-丙烯基)吖啶 | 106916-99-8

• 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
• 中文名称: 9-(1-乙酰基-2-羟基-1-丙烯基)吖啶
• 英文名称: 9-(1-acetyl-2-hydroxy-1-propenyl)acridine
• CAS: 106916-99-8
• 化学式: C₁₈H₁₅NO₂
• 分子量: 277.323
• InChiKey: ZDRSFMLMCIRWMB-GZTJUZNOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.27
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  50.19
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  吖啶 、 乙酰丙酮 在 manganese triacetate 作用下， 以 溶剂黄146 为溶剂， 反应 0.02h， 以14%的产率得到9-(1-乙酰基-2-羟基-1-丙烯基)吖啶
  参考文献：
  名称：

  Manganese(III)-mediated carbon-carbon bond formation in the reaction of xanthenes with active methylene compounds

  摘要：

  Oxidation of xanthenes with manganese(III) acetate in the presence of active methylene compounds such as 1,3-dicarbonyl compounds, malononitrile derivatives, acetone, and nitromethane selectively gives 9-substituted xanthene derivatives in good yields. A similar oxidation of thioxanthene also yields 2-(9-thioxanthenyl)-1,3-dicarbonyl compounds in 57-91% yields. The obtained 2-(9-xanthenyl)-1,3-dicarbonyl compounds are readily converted to 2-(9-xanthenylidene)-1,3-dicarbonyl derivatives using manganese(III) complexes or 2,3-dichloro-5, 6-dicyano-1,4-benzoquinone. The mechanisms for the formation of 9-substituted xanthenes are discussed on the basis of the reaction of intermediates, the electron-donating substituent effect on the xanthene ring system, effect of additives, and comparison with a reaction of radical-trapping reagents.

  DOI：

  10.1021/jo00039a010

文献信息

• Direct Diacetylmethylation of Aromatic Compounds with Tris(2,4-pentanedionato)manganese(III)
  作者：Hiroshi Nishino

  DOI：10.1246/bcsj.59.1733

  日期：1986.6

  diacetylmethylene derivatives which were further oxidized. It was found that this direct diacetylmethylation was effective when the ionization potential of the aromatic compound was lower than 8.12 eV, and that the diacetylmethyl radical which was generated directly by the thermolysis of tris(2,4-pentanedionato)manganese(III) has an electrophilic nature based on the result of the oxidation of substituted

  在乙酸中用三(2,4-戊二酮基)锰(III)氧化萘以良好至中等产率得到二乙酰甲基衍生物。使用过量的氧化剂，乙酰甲基取代的萘被进一步氧化，得到 3-乙酰氧基-3-萘基-2,4-戊二酮。蒽的类似氧化也产生（二乙酰甲基）蒽以及进一步氧化的二乙酰亚甲基衍生物。发现当芳香族化合物的电离电位低于 8.12 eV 时，这种直接二乙酰甲基化是有效的，并且由三（2,4-戊二酮）锰（III）热解直接产生的二乙酰甲基自由基具有基于取代萘氧化的结果的亲电性。
• NISHINO, HIROSHI, BULL. CHEM. SOC. JAP., 1986, 59, N 6, 1733-1739
  作者：NISHINO, HIROSHI

  DOI：——

  日期：——