5,6-difluoro-3-phenylbenzo[d]isoxazole | 1218818-79-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并异恶唑
• 英文名称: 5,6-difluoro-3-phenylbenzo[d]isoxazole
• 英文别名: 5,6-Difluoro-3-phenyl-1,2-benzoxazole；5,6-difluoro-3-phenyl-1,2-benzoxazole
• CAS: 1218818-79-1
• 化学式: C₁₃H₇F₂NO
• 分子量: 231.201
• InChiKey: GGGFCQQWUDNYEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  benzohydroximoyl chloride 、 4,5-二氟-2-(三甲基甲硅基)苯基三氟甲磺酸酯 在 cesium fluoride 作用下， 以 乙腈 为溶剂， 反应 8.5h， 以36%的产率得到5,6-difluoro-3-phenylbenzo[d]isoxazole
  参考文献：
  名称：

  Synthesis of Benzisoxazoles by the [3 + 2] Cycloaddition of in situ Generated Nitrile Oxides and Arynes

  摘要：

  A variety of substituted benzisoxazoles has been prepared by the [3 + 2] cycloaddition of nitrile oxides and arynes. Both components, being highly reactive Intermediates, have been generated In situ by fluoride anion from readily prepared aryne precursors and chlorooximes. The reaction scope is quite general, affording a novel, direct route to functionalized benzisoxazoles under mild reaction conditions.

  DOI：

  10.1021/ol902921s

文献信息

• Synthesis of Benzisoxazoles by the [3 + 2] Cycloaddition of <i>in situ</i> Generated Nitrile Oxides and Arynes
  作者：Anton V. Dubrovskiy、Richard C. Larock

  DOI：10.1021/ol902921s

  日期：2010.3.19

  A variety of substituted benzisoxazoles has been prepared by the [3 + 2] cycloaddition of nitrile oxides and arynes. Both components, being highly reactive Intermediates, have been generated In situ by fluoride anion from readily prepared aryne precursors and chlorooximes. The reaction scope is quite general, affording a novel, direct route to functionalized benzisoxazoles under mild reaction conditions.