2-((furan-2-yl)methylthio)-1-phenylethanone | 66502-13-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-((furan-2-yl)methylthio)-1-phenylethanone
• 英文别名: 2-furfurylsulfanyl-1-phenyl-ethanone；2-(Furan-2-ylmethylsulfanyl)-1-phenylethanone
• CAS: 66502-13-4
• 化学式: C₁₃H₁₂O₂S
• mdl: MFCD04088921
• 分子量: 232.303
• InChiKey: LBNSNLRLNOVQCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.153
• 拓扑面积：
  55.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-((furan-2-yl)methylthio)-1-phenylethanone 在 Selectfluor 、 间氯过氧苯甲酸 作用下， 以 甲醇 为溶剂， 反应 1.67h， 生成
  参考文献：
  名称：

  An efficient fluorination of β-ketosulfones promoted by a room-temperature ionic liquid at ambient conditions under ultrasound irradiation using Selectfluor™ F-TEDA-BF4

  摘要：

  The fluorination reaction involving a beta-ketosulfones by Selectfluor (TM) was efficiently promoted by the ionic liquid, [Hbim]BF4 (IL) as a reaction medium with methanol as co-solvent at room temperature under ultrasonic irradiation to afford the corresponding mono and difluoro-beta-ketosulfones in excellent yields. The advantages of this method include among others the use of a recyclable, non-volatile ionic liquid, which promotes this protocol under room temperature without the requirement of any added catalyst under ultrasonic irradiation. (C) 2010 Mohammad Reza Poor Heravi. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2010.06.030
• 作为产物：
  描述：

  糠基硫醇 、 2-溴苯乙酮 在 sodium carbonate 作用下， 以 甲醇 、 水 为溶剂， 反应 0.92h， 以97%的产率得到2-((furan-2-yl)methylthio)-1-phenylethanone
  参考文献：
  名称：

  Selectfluor™F–TEDA–BF 4对β-酮砜进行α-氟化

  摘要：

  使用Selectfluor™尝试对β-酮硫醚进行氟化，仅导致了相应的二芳基二硫化物的分离，推测是由于不稳定的氟化中间体的分解而引起的。但是，在无水条件下使用Selectfluor™对β-酮砜进行氟化，确实能够以中等到良好的产率分离出单氟化和二氟化的产物。

  DOI：

  10.1016/j.tet.2008.05.034

文献信息

• α-Fluorination of β-ketosulfones by Selectfluor™ F–TEDA–BF4
  作者：Hossein Loghmani-Khouzani、Mohammad R. Poorheravi、Majid M.M. Sadeghi、Lorenzo Caggiano、Richard F.W. Jackson

  DOI：10.1016/j.tet.2008.05.034

  日期：2008.7

  Attempted fluorination of β-ketosulfides using Selectfluor™ resulted only in the isolation of the corresponding diaryl disulfides, presumed to arise by decomposition of an unstable fluorinated intermediate. However, fluorination of β-ketosulfones using Selectfluor™ under anhydrous conditions does allow the isolation of both mono-and difluorinated products in moderate to good yields.

  使用Selectfluor™尝试对β-酮硫醚进行氟化，仅导致了相应的二芳基二硫化物的分离，推测是由于不稳定的氟化中间体的分解而引起的。但是，在无水条件下使用Selectfluor™对β-酮砜进行氟化，确实能够以中等到良好的产率分离出单氟化和二氟化的产物。
• An efficient fluorination of β-ketosulfones promoted by a room-temperature ionic liquid at ambient conditions under ultrasound irradiation using Selectfluor™ F-TEDA-BF4
  作者：Mohammad Reza Poor Heravi

  DOI：10.1016/j.cclet.2010.06.030

  日期：2010.12

  The fluorination reaction involving a beta-ketosulfones by Selectfluor (TM) was efficiently promoted by the ionic liquid, [Hbim]BF4 (IL) as a reaction medium with methanol as co-solvent at room temperature under ultrasonic irradiation to afford the corresponding mono and difluoro-beta-ketosulfones in excellent yields. The advantages of this method include among others the use of a recyclable, non-volatile ionic liquid, which promotes this protocol under room temperature without the requirement of any added catalyst under ultrasonic irradiation. (C) 2010 Mohammad Reza Poor Heravi. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.