(E)-tert-butyl 3-(perfluoropyridin-4-yl)acrylate | 1219809-84-3

• 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: (E)-tert-butyl 3-(perfluoropyridin-4-yl)acrylate
• 英文别名: tert-butyl (E)-3-(perfluoropyridin-4-yl)acrylate；tert-butyl (E)-3-(2,3,5,6-tetrafluoropyridin-4-yl)prop-2-enoate
• CAS: 1219809-84-3
• 化学式: C₁₂H₁₁F₄NO₂
• 分子量: 277.218
• InChiKey: XCTUVILRQALBMB-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2,3,5,6-四氟吡啶 、 丙烯酸叔丁酯 在 palladium diacetate 、 silver carbonate 、 三甲基乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 以69%的产率得到(E)-tert-butyl 3-(perfluoropyridin-4-yl)acrylate
  参考文献：
  名称：

  Pd(OAc)₂ Catalyzed Olefination of Highly Electron-Deficient Perfluoroarenes

  摘要：

  An efficient, Pd(OAc)(2) catalyzed method for direct olefination of highly electron-deficient perfluoroarenes was developed. The reaction scope includes a series of activated and nonactivated alkenes in moderate to high yields with moderate to high regio- and stereoselectivities.

  DOI：

  10.1021/ja908434e

文献信息

• Thioether-Promoted Direct Olefination of Polyfluoroarenes Catalyzed by Palladium
  作者：Cai-Zhi Wu、Chun-Yang He、Yangen Huang、Xingang Zhang

  DOI：10.1021/ol402492s

  日期：2013.10.18

  A methyl(phenyl)sulfane-promoted direct olefination of polyfluoroarenes catalyzed by palladium has been reported. With use of this new thioether ligand, a high reaction efficiency and excellent E/Z ratio of desired olefinated polyfluoroarenes were obtained. This represents a first example of thioether promoted oxidative Heck reaction.
• Pd(OAc)₂ Catalyzed Olefination of Highly Electron-Deficient Perfluoroarenes
  作者：Xingang Zhang、Shilu Fan、Chun-Yang He、Xiaolong Wan、Qiao-Qiao Min、Jie Yang、Zhong-Xing Jiang

  DOI：10.1021/ja908434e

  日期：2010.4.7

  An efficient, Pd(OAc)(2) catalyzed method for direct olefination of highly electron-deficient perfluoroarenes was developed. The reaction scope includes a series of activated and nonactivated alkenes in moderate to high yields with moderate to high regio- and stereoselectivities.
• Pd-catalyzed aerobic direct olefination of polyfluoroarenes
  作者：Chun-Yang He、Feng-Ling Qing、Xingang Zhang

  DOI：10.1016/j.tetlet.2014.03.096

  日期：2014.4

  The first example of Pd-catalyzed aerobic direct olefination of polyfluoroarenes has been developed. The reaction makes use of molecular O-2 as terminal oxidant, and provides a cost-efficient and environmentally benign access to polyfluoroarene-alkene structures that are of interest in life and material sciences. (C) 2014 Elsevier Ltd. All rights reserved.