3-((tetrahydrofuran-2-yl)methyl)quinoline | 1258064-02-6

• 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: 3-((tetrahydrofuran-2-yl)methyl)quinoline
• CAS: 1258064-02-6
• 化学式: C₁₄H₁₅NO
• 分子量: 213.279
• InChiKey: TZWSDVPFCDFFNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.96
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  22.12
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  5-(quinolin-3-yl)pent-4-yn-1-ol 在 苄基三甲基氢氧化铵 、 palladium on activated charcoal 、 氢气 作用下， 以 N,N-二甲基甲酰胺 、 乙酸乙酯 为溶剂， 反应 0.03h， 以87%的产率得到3-((tetrahydrofuran-2-yl)methyl)quinoline
  参考文献：
  名称：

  Catalytic and metal-free intramolecular hydroalkoxylation of alkynes

  摘要：

  Benzyltrimethylammonium hydroxide act as an efficient metal-free catalyst for the intramolecular hydroalkoxylation of alkynes. Notably, the use of microwave irradiation allowed reaction to operate in only two minutes. Under optimized reaction conditions, linear alkynes bearing aryl and heteroaryl substituents were successfully cyclized with good level of stereoselectivity. (C) 2019 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2019.01.020

文献信息

• Nickel-Catalyzed Cross-Coupling of Potassium Aryl- and Heteroaryltrifluoroborates with Unactivated Alkyl Halides
  作者：Gary A. Molander、O. Andreea Argintaru、Ioana Aron、Spencer D. Dreher

  DOI：10.1021/ol102717x

  日期：2010.12.17

  A method for the cross-coupling of alkyl electrophiles with various potassium aryl- and heteroaryltrifluoroborates has been developed. Nearly stoichiometric amounts of organoboron species could be employed to cross-couple a large variety of challenging heteroaryl nucleophiles. Several functional groups were tolerated on both the electrophilic and the nucleophilic partners. Chemoselective reactivity of C(sp(3))-Br bonds in the presence of C(sp(2))-Br bonds was achieved.