2-(2-(1-benzyl-1H-indol-3-yl)ethyl)-8-bromo-6-chlorochroman-4-one | 1138464-51-3

• 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-(2-(1-benzyl-1H-indol-3-yl)ethyl)-8-bromo-6-chlorochroman-4-one
• 英文别名: 2-[2-(1-Benzylindol-3-yl)ethyl]-8-bromo-6-chloro-2,3-dihydrochromen-4-one
• CAS: 1138464-51-3
• 化学式: C₂₆H₂₁BrClNO₂
• 分子量: 494.815
• InChiKey: YBQCKNUUJGQXNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-(1-benzyl-1H-indol-3-yl)propanal 、 3'-溴-5'-氯-2'-羟基苯乙酮 在 二异丙胺 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以84%的产率得到2-(2-(1-benzyl-1H-indol-3-yl)ethyl)-8-bromo-6-chlorochroman-4-one
  参考文献：
  名称：

  Synthesis of 2-Alkyl-Substituted Chromone Derivatives Using Microwave Irradiation

  摘要：

  A base-promoted condensation between 2-hydroxyacetophenones and aliphatic aldehydes has been studied. The reaction has been optimized to afford 2-alkyl-substituted 4-chromanones in an efficient manner using microwave heating. Performing the reaction using diisopropylamine in EtOH at 170 degrees C for 1 h gave moderate to high yields (43-88%). The 4-chromanones could be further converted into highly functionalized 2,3,6,8-tetrasubstituted chromones in which a 3-substituent (acetate, amine, or bromine) was introduced via straightforward chemical transformations.

  DOI：

  10.1021/jo802783z

文献信息

• Synthesis of 2-Alkyl-Substituted Chromone Derivatives Using Microwave Irradiation
  作者：Maria Fridén-Saxin、Nils Pemberton、Krystle da Silva Andersson、Christine Dyrager、Annika Friberg、Morten Grøtli、Kristina Luthman

  DOI：10.1021/jo802783z

  日期：2009.4.3

  A base-promoted condensation between 2-hydroxyacetophenones and aliphatic aldehydes has been studied. The reaction has been optimized to afford 2-alkyl-substituted 4-chromanones in an efficient manner using microwave heating. Performing the reaction using diisopropylamine in EtOH at 170 degrees C for 1 h gave moderate to high yields (43-88%). The 4-chromanones could be further converted into highly functionalized 2,3,6,8-tetrasubstituted chromones in which a 3-substituent (acetate, amine, or bromine) was introduced via straightforward chemical transformations.