5-benzoyl-2-[(E)-prop-1-enyl]pyran-4-one | 1375994-36-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-benzoyl-2-[(E)-prop-1-enyl]pyran-4-one
• CAS: 1375994-36-7
• 化学式: C₁₅H₁₂O₃
• 分子量: 240.258
• InChiKey: RVNNEUIRLVRXDL-QHHAFSJGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  曲酸 在 吡啶 、 二环己烷并-18-冠醚-6 、 氯化亚砜 、 六甲基二锡 、 palladium diacetate 、 potassium carbonate 、 三苯基膦 、 lithium chloride 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 141.0h， 生成 5-benzoyl-2-[(E)-prop-1-enyl]pyran-4-one
  参考文献：
  名称：

  Chemical synthesis of funicone analogs

  摘要：

  Deoxyfunicone, rapicone and their 5,6-epoxy-derivatives are gamma-pyrone compounds with cytostatic and antiproliferative properties. Here we describe a synthesis of these compounds by carbonylative Stille coupling between kojic acid derivatives and functionalized iodo aryl compounds. The main advantages of this patent pending synthetic strategy lie in the simplicity and clean conversion of products, and in the possibility to obtain a high number of analogs by minor changes of the synthetic synthons. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.010

文献信息

• Chemical synthesis of funicone analogs
  作者：Emiliano Manzo、Maria Letizia Ciavatta

  DOI：10.1016/j.tet.2012.04.010

  日期：2012.6

  Deoxyfunicone, rapicone and their 5,6-epoxy-derivatives are gamma-pyrone compounds with cytostatic and antiproliferative properties. Here we describe a synthesis of these compounds by carbonylative Stille coupling between kojic acid derivatives and functionalized iodo aryl compounds. The main advantages of this patent pending synthetic strategy lie in the simplicity and clean conversion of products, and in the possibility to obtain a high number of analogs by minor changes of the synthetic synthons. (C) 2012 Elsevier Ltd. All rights reserved.