3-(3,3'-bis(ethylsulfanyl)-2'-trifluoromethyl-allyl)-2-picolinic acid

• 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: 3-(3,3'-bis(ethylsulfanyl)-2'-trifluoromethyl-allyl)-2-picolinic acid
• 英文别名: 3-[3,3-Bis(ethylsulfanyl)-2-(trifluoromethyl)prop-2-enyl]pyridine-2-carboxylic acid；3-[3,3-bis(ethylsulfanyl)-2-(trifluoromethyl)prop-2-enyl]pyridine-2-carboxylic acid
• 化学式: C₁₄H₁₆F₃NO₂S₂
• 分子量: 351.414
• InChiKey: LQVZVAMDLIZJBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  3-甲基-2-吡啶甲酸 、 perfluoroketene dithioacetal 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 以39%的产率得到3-(3,3'-bis(ethylsulfanyl)-2'-trifluoromethyl-allyl)-2-picolinic acid
  参考文献：
  名称：

  A new strategy for the synthesis of highly functionalised fluorinated compounds by reaction of lithium dianions of carboxylic acids with perfluoroketene dithioacetals

  摘要：

  The reaction of perfluoroketene dithioacetal with lithium dienediolates of carboxylic acids proceeds at the W position probably through an addition to the pi system followed by elimination of the vinylic fluoride. The preparative value of this reaction depends strongly on the reaction and work-up conditions. The overall process lead to highly functionalised synthons containing a trifluoromethyl group. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.02.082

文献信息

• A new strategy for the synthesis of highly functionalised fluorinated compounds by reaction of lithium dianions of carboxylic acids with perfluoroketene dithioacetals
  作者：Enrique Sotoca、Jean-Philippe Bouillon、Salvador Gil、Margarita Parra、Charles Portella

  DOI：10.1016/j.tet.2005.02.082

  日期：2005.5

  The reaction of perfluoroketene dithioacetal with lithium dienediolates of carboxylic acids proceeds at the W position probably through an addition to the pi system followed by elimination of the vinylic fluoride. The preparative value of this reaction depends strongly on the reaction and work-up conditions. The overall process lead to highly functionalised synthons containing a trifluoromethyl group. (c) 2005 Elsevier Ltd. All rights reserved.