2-fluoro-4-phenyl-3-(thiophene-2-carbonyl)-2-(trifluoromethyl)-4,6,7,8-tetrahydro-3H-chromen-5-one | 1313223-87-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-fluoro-4-phenyl-3-(thiophene-2-carbonyl)-2-(trifluoromethyl)-4,6,7,8-tetrahydro-3H-chromen-5-one
• CAS: 1313223-87-8
• 化学式: C₂₁H₁₆F₄O₃S
• 分子量: 424.416
• InChiKey: XTXYSKGJFSQRPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  71.6
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-hydroxy-4-phenyl-3-(thiophene-2-carbonyl)-2-(trifluoromethyl)-3,4,7,8-tetrahydro-2H-chromen-5(6H)-one 在 二甲氨基三氟化硫 作用下， 以 二氯甲烷 为溶剂， 以78%的产率得到2-fluoro-4-phenyl-3-(thiophene-2-carbonyl)-2-(trifluoromethyl)-4,6,7,8-tetrahydro-3H-chromen-5-one
  参考文献：
  名称：

  Chemoselective fluorination of 2-hydroxy-3,4,7,8-tetrahydro-2H-chromen-5(6H)-ones using DAST

  摘要：

  In this study, diethylaminosulfur trifluoride (DAST) was successfully applied in monofluorination reactions of some trifluoromethyl substituted 2-hydroxy-2H-chromenones, employing a general, mild, and efficient methodology. The fluorinated compounds (2-fluoro-2H-chromenones) were synthesized as unique products by a chemoselective reaction in 63-81% yield despite the presence of different reactive sites subjected to reactions with DAST. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.04.070