3-(2-hydroxyphenyl)-1-(4-((2-methylallyl)oxy)phenyl)prop-2-en-1-one | 1429788-05-5

• 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: 3-(2-hydroxyphenyl)-1-(4-((2-methylallyl)oxy)phenyl)prop-2-en-1-one
• CAS: 1429788-05-5
• 化学式: C₁₉H₁₈O₃
• 分子量: 294.35
• InChiKey: ISWLTNUBVDNIQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.24
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-羟基香豆素 、 3-(2-hydroxyphenyl)-1-(4-((2-methylallyl)oxy)phenyl)prop-2-en-1-one 在 碘 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 以88%的产率得到13-[4-(2-Methylprop-2-enoxy)phenyl]-4,12,14-trioxapentacyclo[11.7.1.02,11.05,10.015,20]henicosa-2(11),5,7,9,15,17,19-heptaen-3-one
  参考文献：
  名称：

  A mild efficient iodine-catalyzed synthesis of novel anticoagulants with 2,8-dioxabicyclo[3.3.1]nonane core

  摘要：

  An efficient coupling of 2-hydroxychalcones/alpha,beta-enones with 4-hydroxycoumarin/5,5-dimethylcyclohexyl-1,3-dione (dimedone) has been accomplished to provide access to a novel class of potential anticoagulants with 2,8-dioxabicyclo[3.3.1]nonane core. The reaction proceeds by Michael-bicycloketalization sequence under iodine catalysis (10 mol %) in aqueous ethanol under reflux. Good to excellent yields, impressive selectivity, absence of byproduct formation, avoidance of toxic organic solvents, and utilization of metal-free water-compatible mild Lewis acid catalyst are the key attractive features of this protocol. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.02.092

文献信息

• Cerium(<scp>iii</scp>)-catalyzed regioselective coupling of 2-hydroxychalcones and polyphenols: an efficient domino approach towards synthesis of novel dibenzo-2,8-dioxabicyclo[3.3.1]nonanes
  作者：Nemai Chand Ganguly、Sushmita Roy、Pallab Mondal

  DOI：10.1039/c4ra05927a

  日期：——

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