2-methyl-2,3-dihydro-furo[3,2-b]pyridine | 69022-81-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-methyl-2,3-dihydro-furo[3,2-b]pyridine
• 英文别名: 2-Methyl-2,3-dihydrofuro(3,2-b)pyridine；2-methyl-2,3-dihydrofuro[3,2-b]pyridine
• CAS: 69022-81-7
• 化学式: C₈H₉NO
• 分子量: 135.166
• InChiKey: GRZVQBQJSNAUPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-(prop-1-en-2-yloxy)pyridine 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 、 tricyclohexylphosphonium chloride 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以35%的产率得到2-methyl-2,3-dihydro-furo[3,2-b]pyridine
  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

• <i>Claisen</i>-Umlagerung von 2-Propinyl-(3-pyridyl)-und Allyl-(3-pyridyl)äthern
  作者：Jens Bruhn、Janos Zsindely、Hans Schmid、György Fráter

  DOI：10.1002/hlca.19780610726

  日期：1978.11.1

  Claisen Rearrangement of 2-Propinyl (3-Pyridyl) and Allyl (3-Pyridyl) Ethers1

  2-丙炔基（3-吡啶基）和烯丙基（3-吡啶基）醚的克莱森重排1
• SLIWA H.; KRINGA P., HETEROCYCLES, 1979, 12, NO 4, 493-495
  作者：SLIWA H.、 KRINGA P.

  DOI：——

  日期：——
• 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.