3-cyano-6-fluoro-7-methoxy-3H-isobenzofuran-1-one | 913723-93-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 3-cyano-6-fluoro-7-methoxy-3H-isobenzofuran-1-one
• 英文别名: 5-fluoro-4-methoxy-3-oxo-1H-2-benzofuran-1-carbonitrile
• CAS: 913723-93-0
• 化学式: C₁₀H₆FNO₃
• 分子量: 207.161
• InChiKey: AVXWKICVIWFZDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  59.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 8a-methoxy-6-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate 、 3-cyano-6-fluoro-7-methoxy-3H-isobenzofuran-1-one 在 tert-butoxide 作用下， 以 四氢呋喃 为溶剂， 反应 6.5h， 以74%的产率得到methyl 9-fluoro-6-hydroxy-8-methoxy-1,2,3,4-tetrahydrobenz[a]anthracene-7,12-dione-2-carboxylate
  参考文献：
  名称：

  Synthesis of chlorine-containing angucycline BE-23254 and its analogs

  摘要：

  The total synthesis of BE-23254, an unusual angucycline antibiotic is reported. This is achieved by adopting a Hauser annulation and a DDQ-promoted aromatization as the key steps. The strategy has been generalized for the synthesis of several analogs of the target molecule. A regioselective preparation of chlorine-containing phenols is also described. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.07.090
• 作为产物：
  描述：

  ethyl 6-dibromomethyl-3-fluoro-2-methoxybenzoate 在 盐酸 、 溶剂黄146 作用下， 以 水 为溶剂， 生成 3-cyano-6-fluoro-7-methoxy-3H-isobenzofuran-1-one
  参考文献：
  名称：

  Synthesis of chlorine-containing angucycline BE-23254 and its analogs

  摘要：

  The total synthesis of BE-23254, an unusual angucycline antibiotic is reported. This is achieved by adopting a Hauser annulation and a DDQ-promoted aromatization as the key steps. The strategy has been generalized for the synthesis of several analogs of the target molecule. A regioselective preparation of chlorine-containing phenols is also described. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.07.090