(E)-2-fluoro-5-(2-methylstyryl)pyridine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-2-fluoro-5-(2-methylstyryl)pyridine
• 英文别名: 2-fluoro-5-[(E)-2-(2-methylphenyl)ethenyl]pyridine
• 化学式: C₁₄H₁₂FN
• 分子量: 213.254
• InChiKey: ZWKZPIKFHHCTSA-SOFGYWHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-碘代甲苯 、 (E)-8-(2-(benzyldimethylsilyl)vinyl)-4-methyl-2,6-dioxohexahydro-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium-8-uide 、 2-氟-5-碘吡啶 在 2-双环己基膦-2',6'-二甲氧基联苯 、 potassium phosphate 、 palladium diacetate 、 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 四丁基氟化铵 作用下， 以 1,4-二氧六环 、 水 、 四氢呋喃 为溶剂， 反应 6.0h， 以89%的产率得到(E)-2-fluoro-5-(2-methylstyryl)pyridine
  参考文献：
  名称：

  MIDA–Vinylsilanes: Selective Cross-Couplings and Applications to the Synthesis of Functionalized Stilbenes

  摘要：

  A rapid and stereodefined synthesis of MIDA-boryl vinylsilanes has been achieved through the hydrosilylation of an alkynylboronic ester. The E products which contain a silyl and boryl group can be selectively cross-coupled in a two-step bidirectional sequence to provide a rapid and high-yielding synthesis of complex styrenes.

  DOI：

  10.1021/ol503065a

文献信息

• MIDA–Vinylsilanes: Selective Cross-Couplings and Applications to the Synthesis of Functionalized Stilbenes
  作者：Mark G. McLaughlin、Catherine A. McAdam、Matthew J. Cook

  DOI：10.1021/ol503065a

  日期：2015.1.2

  A rapid and stereodefined synthesis of MIDA-boryl vinylsilanes has been achieved through the hydrosilylation of an alkynylboronic ester. The E products which contain a silyl and boryl group can be selectively cross-coupled in a two-step bidirectional sequence to provide a rapid and high-yielding synthesis of complex styrenes.