(E)-3-(1,3-diphenylallyl)-6-ethoxy-4-hydroxy-2H-chromen-2-one | 1198104-36-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-3-(1,3-diphenylallyl)-6-ethoxy-4-hydroxy-2H-chromen-2-one
• 英文别名: 3-[(E)-1,3-diphenylprop-2-enyl]-6-ethoxy-4-hydroxychromen-2-one
• CAS: 1198104-36-7
• 化学式: C₂₆H₂₂O₄
• 分子量: 398.458
• InChiKey: HZJCHPPUJBEUGP-FYWRMAATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,3-diphenyl-3-hydroxypropene 、 6-Ethoxy-4-hydroxy-coumarine 在 碘 作用下， 以 硝基甲烷 为溶剂， 反应 1.0h， 以79%的产率得到(E)-3-(1,3-diphenylallyl)-6-ethoxy-4-hydroxy-2H-chromen-2-one
  参考文献：
  名称：

  Molecular iodine-catalyzed C3-alkylation of 4-hydroxycoumarins with secondary benzyl alcohols

  摘要：

  A highly efficient method for the C-C bond formation via molecular iodine-catalyzed C3-alkylation reaction of 4-hydroxycoumarins with benzylic, benzhydrylic, allylic, and propargyl alcohols at 50 degrees C in MeNO2 is described. The 3-alkylated-4-hydroxycoumarins were obtained in good yields (up to 97%). By applying this reaction as the key step, a multi-substituted pyranocoumarin can easily be synthesized in a one-pot procedure. The advantages of this method are broad scope, mild conditions, and easy handling since water is the only side product. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.09.007

文献信息

• Molecular iodine-catalyzed C3-alkylation of 4-hydroxycoumarins with secondary benzyl alcohols
  作者：Xufeng Lin、Xixiang Dai、Zhenjun Mao、Yanguang Wang

  DOI：10.1016/j.tet.2009.09.007

  日期：2009.11

  A highly efficient method for the C-C bond formation via molecular iodine-catalyzed C3-alkylation reaction of 4-hydroxycoumarins with benzylic, benzhydrylic, allylic, and propargyl alcohols at 50 degrees C in MeNO2 is described. The 3-alkylated-4-hydroxycoumarins were obtained in good yields (up to 97%). By applying this reaction as the key step, a multi-substituted pyranocoumarin can easily be synthesized in a one-pot procedure. The advantages of this method are broad scope, mild conditions, and easy handling since water is the only side product. (C) 2009 Elsevier Ltd. All rights reserved.