2-(5-methylpyridin-2-yl)-6-(trifluoromethyl)quinoline | 1101205-28-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(5-methylpyridin-2-yl)-6-(trifluoromethyl)quinoline
• 英文别名: 2-(5-Methylpyridin-2-yl)-6-(trifluoromethyl)quinoline
• CAS: 1101205-28-0
• 化学式: C₁₆H₁₁F₃N₂
• 分子量: 288.272
• InChiKey: IJXNHEYSVYFQRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-甲基-2-(4,4,5,5-四甲基-1,3,2-二噁硼烷-2-基)吡啶 、 2-bromo-6-(trifluoromethyl)quinoline 在 1,1'-bis(diphenylphosphino)ferrocene 、 palladium diacetate 、 caesium carbonate 、 copper(l) chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以77%的产率得到2-(5-methylpyridin-2-yl)-6-(trifluoromethyl)quinoline
  参考文献：
  名称：

  Copper-Facilitated Suzuki Reactions: Application to 2-Heterocyclic Boronates

  摘要：

  The palladium-catalyzed Suzuki-Miyaura reaction has been utilized as one of the most powerful methods for C-C bond formation. However, Suzuki reactions of electron-deficient 2-heterocyclic boronates generally give low conversions and remain challenging. The successful copper(l) facilitated Suzuki coupling of 2-heterocyclic boronates that is broad in scope Is reported. Use of this methodology affords greatly enhanced yields of these notoriously difficult couplings. Furthermore, mechanistic investigations suggest a possible role of copper in the catalytic cycle.

  DOI：

  10.1021/ol802556f

文献信息

• RED PHOSPHORESCENT COMPOUND AND ORGANIC LIGHT EMITTING DIODE DEVICE USING THE SAME
  申请人：LG DISPLAY CO., LTD.

  公开号：US20140175401A1

  公开（公告）日：2014-06-26

  A red phosphorescent compound has the following formula: wherein is and R1 is selected from a group including C1˜C6 alkyl, C1˜C6 alkoxy, trimethylsilyl, trifluoromethyl, halogen and cyanide, and wherein each of R2, R3, R4 and R5 is independently selected from a group including hydrogen, C1˜C6 alkyl, C1˜C6 alkoxy, halogen, trimethylsilyl and trifluoromethyl.

  一个红色的磷光化合物具有以下化学式：其中，n为1或2，R1选择自包括C1~C6烷基、C1~C6烷氧基、三甲基硅基、三氟甲基、卤素和氰基的一组中，而R2、R3、R4和R5中的每一个独立地选择自包括氢、C1~C6烷基、C1~C6烷氧基、卤素、三甲基硅基和三氟甲基的一组中。
• Copper-Facilitated Suzuki Reactions: Application to 2-Heterocyclic Boronates
  作者：James Z. Deng、Daniel V. Paone、Anthony T. Ginnetti、Hideki Kurihara、Spencer D. Dreher、Steven A. Weissman、Shaun R. Stauffer、Christopher S. Burgey

  DOI：10.1021/ol802556f

  日期：2009.1.15

  The palladium-catalyzed Suzuki-Miyaura reaction has been utilized as one of the most powerful methods for C-C bond formation. However, Suzuki reactions of electron-deficient 2-heterocyclic boronates generally give low conversions and remain challenging. The successful copper(l) facilitated Suzuki coupling of 2-heterocyclic boronates that is broad in scope Is reported. Use of this methodology affords greatly enhanced yields of these notoriously difficult couplings. Furthermore, mechanistic investigations suggest a possible role of copper in the catalytic cycle.