3-(3-fluorophenyl)-1-isopropoxy-1H-isochromene | 1588795-49-6

• 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: 3-(3-fluorophenyl)-1-isopropoxy-1H-isochromene
• 英文别名: 3-(3-fluorophenyl)-1-propan-2-yloxy-1H-isochromene
• CAS: 1588795-49-6
• 化学式: C₁₈H₁₇FO₂
• 分子量: 284.33
• InChiKey: FORVFFOLHXGFQY-UHFFFAOYSA-N

物化性质

• 熔点：
  73-75 °C
• 沸点：
  418.3±45.0 °C(predicted)
• 密度：
  1.18±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  邻溴苯甲醛 在 trans-bis(triphenylphosphine)palladium dichloride 、 C₃₂H₃₆AgN₄O₄S₂⁽¹⁺⁾*BF₄^(1-) 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 24.17h， 生成 3-(3-fluorophenyl)-1-isopropoxy-1H-isochromene
  参考文献：
  名称：

  Mild Regiospecific Synthesis of 1-Alkoxy-isochromenes Catalyzed by Well-Defined [Silver(I)(Pyridine-Containing Ligand)] Complexes

  摘要：

  The synthesis of 3-substituted-1-alkoxyisochromenes starting from 2-alkynylbenzaldehydes and different alcohols is reported. The reaction is catalyzed by a silver(1) complex with an original macrocyclic pyridine-containing ligand. The approach is characterized by absolute regioselectivity, mild reaction conditions, good to excellent reaction yields, cleanness of the reaction, and reduced purification steps. The reaction mechanism was investigated by in-depth H-1 NMR experiments and an aimed "trapping" experiment.

  DOI：

  10.1021/jo5002559

文献信息

• Mild Regiospecific Synthesis of 1-Alkoxy-isochromenes Catalyzed by Well-Defined [Silver(I)(Pyridine-Containing Ligand)] Complexes
  作者：Monica Dell’Acqua、Brunilde Castano、Clara Cecchini、Tommaso Pedrazzini、Valentina Pirovano、Elisabetta Rossi、Alessandro Caselli、Giorgio Abbiati

  DOI：10.1021/jo5002559

  日期：2014.4.18

  The synthesis of 3-substituted-1-alkoxyisochromenes starting from 2-alkynylbenzaldehydes and different alcohols is reported. The reaction is catalyzed by a silver(1) complex with an original macrocyclic pyridine-containing ligand. The approach is characterized by absolute regioselectivity, mild reaction conditions, good to excellent reaction yields, cleanness of the reaction, and reduced purification steps. The reaction mechanism was investigated by in-depth H-1 NMR experiments and an aimed "trapping" experiment.