5-Methyl-2-propan-2-yl-2,3-dihydrofuro[3,2-b]pyridine | 1233002-04-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-Methyl-2-propan-2-yl-2,3-dihydrofuro[3,2-b]pyridine
• 英文别名: 5-methyl-2-propan-2-yl-2,3-dihydrofuro[3,2-b]pyridine
• CAS: 1233002-04-4
• 化学式: C₁₁H₁₅NO
• 分子量: 177.246
• InChiKey: WWWPYXYCZHDPRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 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：

  2-Methyl-5-(3-methylbut-1-en-2-yloxy)pyridine 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 、 三环己基膦 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以50%的产率得到5-Methyl-2-propan-2-yl-2,3-dihydrofuro[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

• 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.