2-methyl-2,3-dihydro-1H-cyclopenta[b]quinoline | 1233002-12-4

• 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: 2-methyl-2,3-dihydro-1H-cyclopenta[b]quinoline
• CAS: 1233002-12-4
• 化学式: C₁₃H₁₃N
• 分子量: 183.253
• InChiKey: GEYSLOROROWOFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-(2-methylallyl)quinoline 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 、 正丁基二(1-金刚烷基)膦 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以71%的产率得到2-methyl-2,3-dihydro-1H-cyclopenta[b]quinoline
  参考文献：
  名称：

  Synthesis of Multicyclic Pyridine and Quinoline Derivatives via Intramolecular C−H Bond Functionalization

  摘要：

  An efficient method is reported for the preparation of multicyclic pyridines and quinolines by a rhodium-catalyzed intramolecular C H bond functionalization process. The method shows good scope for branched and unbranched alkyl substituents on the pyridine ring and at the R position of the tethered alkene group. Starting materials capable of undergoing olefin isomerization to provide terminal 1,1-disubstituted alkenes also proved to be effective substrates.

  DOI：

  10.1021/ol101002b

文献信息

• Synthesis of Multicyclic Pyridine and Quinoline Derivatives via Intramolecular C−H Bond Functionalization
  作者：Sirilata Yotphan、Robert G. Bergman、Jonathan A. Ellman

  DOI：10.1021/ol101002b

  日期：2010.7.2

  An efficient method is reported for the preparation of multicyclic pyridines and quinolines by a rhodium-catalyzed intramolecular C H bond functionalization process. The method shows good scope for branched and unbranched alkyl substituents on the pyridine ring and at the R position of the tethered alkene group. Starting materials capable of undergoing olefin isomerization to provide terminal 1,1-disubstituted alkenes also proved to be effective substrates.