4-(5-chloro-3-furan-2-yl-benzofuran-2-yl)-6-methylchromen-2-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 4-(5-chloro-3-furan-2-yl-benzofuran-2-yl)-6-methylchromen-2-one
• 英文别名: CIFBMC；4-[5-Chloro-3-(furan-2-yl)-1-benzofuran-2-yl]-6-methylchromen-2-one
• 化学式: C₂₂H₁₃ClO₄
• 分子量: 376.796
• InChiKey: LWRILNILBGTTDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (5-chloro-2-hydroxy-phenyl)-[2]furyl ketone 、 6-methyl-4-bromomethylcoumarin 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 以75%的产率得到4-(5-chloro-3-furan-2-yl-benzofuran-2-yl)-6-methylchromen-2-one
  参考文献：
  名称：

  One pot synthesis of oxygenated tri-heterocycles as anti-microbial agents

  摘要：

  A one pot synthesis of an array of angularly linked tri-heterocycles with coumarin, benzofuran and furan rings is described. This high yielding synthesis is achieved by the reaction of various 4-bromomethylcoumarins with furyl o-hydroxyphenyl ketones involving benzylic nucleophilic displacement and intramolecular aldolization. All the compounds have been tested in vitro for their anti-microbial activity against Micrococcus aureus, Pseudomonas chinchori, Asperigillus fumigatus and Penicillium wortmanni at 100, 50, and 25 mu g ml(-1) concentrations. Chloro groups in the benzofuran ring enhanced the activity. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.05.007

文献信息

• One pot synthesis of oxygenated tri-heterocycles as anti-microbial agents
  作者：Imthyaz A. Khan、Manohar V. Kulkarni、Chung-Ming Sun

  DOI：10.1016/j.ejmech.2005.05.007

  日期：2005.11

  A one pot synthesis of an array of angularly linked tri-heterocycles with coumarin, benzofuran and furan rings is described. This high yielding synthesis is achieved by the reaction of various 4-bromomethylcoumarins with furyl o-hydroxyphenyl ketones involving benzylic nucleophilic displacement and intramolecular aldolization. All the compounds have been tested in vitro for their anti-microbial activity against Micrococcus aureus, Pseudomonas chinchori, Asperigillus fumigatus and Penicillium wortmanni at 100, 50, and 25 mu g ml(-1) concentrations. Chloro groups in the benzofuran ring enhanced the activity. (c) 2005 Elsevier SAS. All rights reserved.