5-(phenylsulfonylmethylene)-3-(2,2,2-trifluoroethyl)-5H-furan-2-one | 1026145-91-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-(phenylsulfonylmethylene)-3-(2,2,2-trifluoroethyl)-5H-furan-2-one
• CAS: 1026145-91-4
• 化学式: C₁₃H₉F₃O₄S
• 分子量: 318.273
• InChiKey: VITIGBVMRAJFNH-NTMALXAHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.74
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  60.44
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-(phenylsulfonylmethylene)-3-(2,2,2-trifluoroethyl)-5H-furan-2-one 、 苯胺 以 四氢呋喃 为溶剂， 反应 16.0h， 以87%的产率得到3-(2,2,2-trifluoroethyl)-5-hydroxy-5-(phenylsulfonylmethyl)-1-phenyl-1,5-dihydropyrrol-2-one
  参考文献：
  名称：

  Synthesis of new 3-(2,2,2-trifluoroethyl)-5-hydroxy-5-(phenylsulfanyl- or phenylsulfonyl-methyl)-1,5-dihydropyrrol-2-ones starting from α,β-unsaturated γ-lactones and primary amines

  摘要：

  The paper presents an efficient and straightforward transformation of alpha,beta-unsaturated gamma-lactones into 2,2,2-trifluoroethyl substituted gamma-lactams, starting from a variety of primary amines. The structures of all new compounds were ascribed using 1D NMR (F-19, H-1, C-13), IR, MS. Selected 19F, 13 C NMR and IR data of gamma-lactams were compared to those of one which was characterized by X-ray diffraction analysis. The possible mechanism for the formation of gamma-lactams is also presented.(c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2007.03.020
• 作为产物：
  描述：

  5-(Phenylsulfanylmethylidene)-3-(2,2,2-trifluoroethyl)furan-2-one 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以76%的产率得到5-(phenylsulfonylmethylene)-3-(2,2,2-trifluoroethyl)-5H-furan-2-one
  参考文献：
  名称：

  Synthesis of new 3-(2,2,2-trifluoroethyl)-5-hydroxy-5-(phenylsulfanyl- or phenylsulfonyl-methyl)-1,5-dihydropyrrol-2-ones starting from α,β-unsaturated γ-lactones and primary amines

  摘要：

  The paper presents an efficient and straightforward transformation of alpha,beta-unsaturated gamma-lactones into 2,2,2-trifluoroethyl substituted gamma-lactams, starting from a variety of primary amines. The structures of all new compounds were ascribed using 1D NMR (F-19, H-1, C-13), IR, MS. Selected 19F, 13 C NMR and IR data of gamma-lactams were compared to those of one which was characterized by X-ray diffraction analysis. The possible mechanism for the formation of gamma-lactams is also presented.(c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2007.03.020