2-acetoxymethyl-5-chloro-8-methoxy-1-phenylcarbamoylnaphtho[2,1-b]furan | 1134953-53-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-acetoxymethyl-5-chloro-8-methoxy-1-phenylcarbamoylnaphtho[2,1-b]furan
• 英文别名: [5-Chloro-8-methoxy-1-(phenylcarbamoyl)benzo[e][1]benzofuran-2-yl]methyl acetate
• CAS: 1134953-53-9
• 化学式: C₂₃H₁₈ClNO₅
• 分子量: 423.853
• InChiKey: CWLRGBMSIXOZMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  77.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-chloro-8-methoxy-2-methyl-1-phenylcarbamoylnaphtho[2,1-b]furan 在 manganese triacetate 、 乙酸酐 作用下， 以 溶剂黄146 为溶剂， 反应 0.02h， 以70%的产率得到2-acetoxymethyl-5-chloro-8-methoxy-1-phenylcarbamoylnaphtho[2,1-b]furan
  参考文献：
  名称：

  Synthesis of Unusual Naphtho[2,1-b]furans and Novel 1H-Benz[e]indolinones via Selective Intramolecular Cyclization

  摘要：

  The 2-(2-methoxy-1-naphthyl)-3-oxobutanamides were treated with concentrated hydrochloric acid in acetic acid at room temperature to exclusively give the unusual 5-chloronaphthol[2,1-b]furans in moderate to excellent yields. The same reaction was carried out in ethylene glycol at 80 degrees C to selectively produce the novel 1H-benz[e]indolinones in good yields. The characterization of the products and the reaction pathway of the selective intramolecular cyclization were discussed.

  DOI：

  10.3987/com-08-11515