2-phenyl-6-(trifluoromethyl)-2H-pyran-4(3H)-one | 1167483-25-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 2-phenyl-6-(trifluoromethyl)-2H-pyran-4(3H)-one
• 英文别名: 2-Phenyl-6-(trifluoromethyl)-2,3-dihydropyran-4-one
• CAS: 1167483-25-1
• 化学式: C₁₂H₉F₃O₂
• 分子量: 242.197
• InChiKey: STVXNGHRQVOBNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  三氟乙酰丙酮 、 苯甲醛 在 lithium diisopropyl amide 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 25.25h， 以78%的产率得到2-phenyl-6-(trifluoromethyl)-2H-pyran-4(3H)-one
  参考文献：
  名称：

  One-pot synthesis of 6-aryl-2,3-dihydro-4H-pyran-4-ones by cyclocondensation of 1,3-diketone dianions with aldehydes

  摘要：

  6-Aryl-2,3-dihydro-4H-pyran-4-ones were prepared in one step by cyclocondensation of 1,3-diketone dianions with aldehydes. The use of hydrochloric acid (10%) for the aqueous work-up proved to be very important. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.189

文献信息

• One-pot synthesis of 6-aryl-2,3-dihydro-4H-pyran-4-ones by cyclocondensation of 1,3-diketone dianions with aldehydes
  作者：Rasheed Ahmad、Rasheed Ahmad Khera、Alexander Villinger、Peter Langer

  DOI：10.1016/j.tetlet.2009.03.189

  日期：2009.6

  6-Aryl-2,3-dihydro-4H-pyran-4-ones were prepared in one step by cyclocondensation of 1,3-diketone dianions with aldehydes. The use of hydrochloric acid (10%) for the aqueous work-up proved to be very important. (C) 2009 Elsevier Ltd. All rights reserved.
• Synthesis of fluorinated 2,3-dihydropyran-4-ones by cyclocondensation of 1,3-dicarbonyl dianions with aldehydes
  作者：Rasheed Ahmad Khera、Munawar Hussain、Rasheed Ahmad、Aamer Saeed、Alexander Villinger、Christine Fischer、Peter Langer

  DOI：10.1016/j.jfluchem.2010.05.013

  日期：2010.9

  The reaction of the dianion of 1,1,1-trifluoro-pentane-2,4-dione with aldehydes and subsequent addition of hydrochloric acid afforded 2,3-dihydro-6-trifluoromethyl-pyran-4-ones. The reaction of the dianion of acetylacetone with fluorinated benzaldehydes gave the corresponding fluorinated 2-aryl-2,3-dihydro-6-methyl-pyran-4-ones. All reactions proceeded in very good yield and with very good regioselectivity. (C) 2010 Elsevier B.V. All rights reserved.