4-oxo-5-{[(trifluoromethyl)sulfonyl]oxy}-4H-pyran-2-carboxylic acid | 1191276-41-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 4-oxo-5-{[(trifluoromethyl)sulfonyl]oxy}-4H-pyran-2-carboxylic acid
• 英文别名: 4-Oxo-5-(trifluoromethylsulfonyloxy)pyran-2-carboxylic acid
• CAS: 1191276-41-1
• 化学式: C₇H₃F₃O₇S
• 分子量: 288.158
• InChiKey: HIBCQQPWMNOEDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  115
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  4-oxo-5-{[(trifluoromethyl)sulfonyl]oxy}-4H-pyran-2-carboxylic acid 、 2,6-二氯苯胺 在 二氯磷酸苯酯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以37%的产率得到6-(2,6-dichlorophenylcarbamoyl)-4oxo-4H-pyran-3-yl trifluoromethanesulfonate
  参考文献：
  名称：

  A convenient synthesis of 5-arylamino-4H-pyran-4-ones using palladium-catalyzed amination

  摘要：

  A concise approach to 5-arylamino-4H-pyran-4-ones is described via palladium-catalyzed amination reaction. The methodology involved in this Letter is based on protection/deprotection protocols and on manipulation of the 5-hydroxy group of readily available kojic acid. It would provide a new entry to a range of 5-arylamino-4H-pyran-4-ones via Buchwald-Hartwig-type amination reaction on 4H-pyran-4-one unit. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.139
• 作为产物：
  描述：

  2-hydroxymethyl-5-(trifluoromethanesulfonate)-4H-pyran-4-one 在 chromium(VI) oxide 、 硫酸 作用下， 以 丙酮 为溶剂， 以81%的产率得到4-oxo-5-{[(trifluoromethyl)sulfonyl]oxy}-4H-pyran-2-carboxylic acid
  参考文献：
  名称：

  A convenient synthesis of 5-arylamino-4H-pyran-4-ones using palladium-catalyzed amination

  摘要：

  A concise approach to 5-arylamino-4H-pyran-4-ones is described via palladium-catalyzed amination reaction. The methodology involved in this Letter is based on protection/deprotection protocols and on manipulation of the 5-hydroxy group of readily available kojic acid. It would provide a new entry to a range of 5-arylamino-4H-pyran-4-ones via Buchwald-Hartwig-type amination reaction on 4H-pyran-4-one unit. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.139

文献信息

• A convenient synthesis of 5-arylamino-4H-pyran-4-ones using palladium-catalyzed amination
  作者：Julien Farard、Cédric Logé、Bruno Pfeiffer、Brigitte Lesur、Muriel Duflos

  DOI：10.1016/j.tetlet.2009.07.139

  日期：2009.10

  A concise approach to 5-arylamino-4H-pyran-4-ones is described via palladium-catalyzed amination reaction. The methodology involved in this Letter is based on protection/deprotection protocols and on manipulation of the 5-hydroxy group of readily available kojic acid. It would provide a new entry to a range of 5-arylamino-4H-pyran-4-ones via Buchwald-Hartwig-type amination reaction on 4H-pyran-4-one unit. (C) 2009 Elsevier Ltd. All rights reserved.