1-methyl-3-(trifluoromethyl)-1,5,6,7-tetrahydrocyclopenta[b]pyridin-2(1H)-one

• 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: 1-methyl-3-(trifluoromethyl)-1,5,6,7-tetrahydrocyclopenta[b]pyridin-2(1H)-one
• 英文别名: 1-Methyl-3-(trifluoromethyl)-6,7-dihydro-1H-cyclopenta[b]pyridine-2(5H)-one；1-methyl-3-(trifluoromethyl)-6,7-dihydro-5H-cyclopenta[b]pyridin-2-one
• 化学式: C₁₀H₁₀F₃NO
• 分子量: 217.191
• InChiKey: AOWRAADERJYXOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-iodo-1-methyl-1,5,6,7-tetrahydrocyclopenta[b]pyridin-2(1H)-one 、 (三氟甲基)三甲基硅烷 在 potassium fluoride 、 copper(l) iodide 作用下， 以 六甲基磷酰三胺 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以99%的产率得到1-methyl-3-(trifluoromethyl)-1,5,6,7-tetrahydrocyclopenta[b]pyridin-2(1H)-one
  参考文献：
  名称：

  The modified trifluoromethylation protocol applicable to electronically deficient iodopyridinones

  摘要：

  Utilization of a mixed solvent system of DMF/HMPA=1/1 (v/v) to the KF/Cul/TMSCF3 reagent system proved to significantly affect the reaction, realizing convenient introduction of a trifluoromethyl (CF3) group not only to electron-deficient iodopyridinones with quite a few previous successful examples but also to aliphatic vinylic iodides. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.07.029

文献信息

• The modified trifluoromethylation protocol applicable to electronically deficient iodopyridinones
  作者：Tomoko Kawasaki-Takasuka、Takashi Yamazaki

  DOI：10.1016/j.tet.2015.07.029

  日期：2015.9

  Utilization of a mixed solvent system of DMF/HMPA=1/1 (v/v) to the KF/Cul/TMSCF3 reagent system proved to significantly affect the reaction, realizing convenient introduction of a trifluoromethyl (CF3) group not only to electron-deficient iodopyridinones with quite a few previous successful examples but also to aliphatic vinylic iodides. (C) 2015 Elsevier Ltd. All rights reserved.