1-(2-methyl-5,6,7,8-tetrahydroquinolin-3-yl)ethan-1-one | 16858-03-0

• 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-(2-methyl-5,6,7,8-tetrahydroquinolin-3-yl)ethan-1-one
• 英文别名: 1-(2-methyl-5,6,7,8-tetrahydroquinolin-3-yl)ethanone；1-(2-methyl-5,6,7,8-tetrahydro-quinolin-3-yl)-ethanone；1-(2-methyl-5,6,7,8-tetrahydro-[3]quinolyl)-ethanone；1-(2-Methyl-5,6,7,8-tetrahydro-[3]chinolyl)-aethanon；3-acetyl-2-methyl-5,6,7,8-tetrahydroquinoline；2-Acetyl-2-methyl-5,6,7,8-tetrahydrochinolin
• CAS: 16858-03-0
• 化学式: C₁₂H₁₅NO
• 分子量: 189.257
• InChiKey: OBBBYVFAZPJILQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2-methyl-5,6,7,8-tetrahydroquinolin-3-yl)ethan-1-one 、 4-甲氧基苯甲醛 在 四氯化钛 、 三乙胺 作用下， 生成 E-1-(2-methyl-5,6,7,8-tetrahydro-3-quinolyl)-3-(4-methoxyphenyl)-2-propen-1-one hydrobromide
  参考文献：
  名称：

  Kalashnikov; Kalashnikova, Russian Journal of General Chemistry, 1998, vol. 68, # 8, p. 1343 - 1344

  摘要：

  DOI：
• 作为产物：
  描述：

  4-Aminopent-3-en-2-one 、 2-(羟基亚甲基)环己酮 生成 1-(2-methyl-5,6,7,8-tetrahydroquinolin-3-yl)ethan-1-one
  参考文献：
  名称：

  Basu, Justus Liebigs Annalen der Chemie, 1934, vol. 514, p. 292,295

  摘要：

  DOI：

文献信息

• Mannich Bases as Enone Precursors for Water-Mediated Efficient Synthesis of 2,3,6-Trisubstituted Pyridines and 5,6,7,8-Tetrahydroquinolines
  作者：Essam Hamied Ahmed Hanashalshahaby、Canan Unaleroglu

  DOI：10.1021/acscombsci.5b00046

  日期：2015.6.8

  has been developed for water-mediated synthesis of 2,3,6-trisubstituted pyridines and 5,6,7,8-tetrahydroquinolines. The introduced method allows easy preparation of various polysubstituted pyridines and 5,6,7,8-tetrahydroquinolines via domino reaction of an enolizable ketone, ammonia and enones derived from different Mannich bases in mild reaction conditions. Montmorillonite K-10 promoted this one-pot

  已经开发出一种高效，区域选择性和环境友好的方法，用于水介导的2,3,6-三取代吡啶和5,6,7,8-四氢喹啉的合成。通过在温和的反应条件下，可烯化的酮，氨和衍生自不同曼尼希碱的烯酮的多米诺反应，所引入的方法可轻松制备各种多取代的吡啶和5,6,7,8-四氢喹啉。蒙脱石K-10促进了这种一锅三组分反应，并以良好的收率得到了新的和已知的2,3,6-三取代的吡啶和5,6,7,8-四氢喹啉。该反应方案在容易应用和环境友好的条件下，由市售起始原料构建多取代吡啶和5,6,7,8-四氢喹啉具有广泛的功能性。
• Cu-Catalyzed Three-Component Cascade Annulation Reaction: An Entry to Functionalized Pyridines
  作者：Huanfeng Jiang、Jidan Yang、Xiaodong Tang、Jianxiao Li、Wanqing Wu

  DOI：10.1021/acs.joc.5b01621

  日期：2015.9.4

  A concise copper-catalyzed N-O bond cleavage/C-C/C-N bond formation procedure has been described for the synthesis of multisubstituted pyridines. Various oxime acetates, activated methylene compounds, and a wide range of aldehydes bearing aryl, heteroaryl, vinyl, and trifluoromethyl groups were employed to provide the tri- or tetrasubstituted pyridines with flexible substitution patterns. Moreover, this method features inexpensive catalysts, no need for extra oxidant, and high step-enconomy, which make it pratical and attractive.
• Basu, Justus Liebigs Annalen der Chemie, 1937, vol. 530, p. 131,138
  作者：Basu

  DOI：——

  日期：——