methyl 3-(2-methoxyphenyl)isoxazole-5-carboxylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: methyl 3-(2-methoxyphenyl)isoxazole-5-carboxylate
• 英文别名: Methyl 3-(2-methoxyphenyl)-1,2-oxazole-5-carboxylate
• 化学式: C₁₂H₁₁NO₄
• 分子量: 233.224
• InChiKey: CAFSWSWTZSSWHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  61.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-甲氧基苯甲醛肟 、 丙炔酸甲酯 在 碘苯二乙酸 作用下， 以 水 、 乙腈 为溶剂， 反应 0.17h， 以57%的产率得到methyl 3-(2-methoxyphenyl)isoxazole-5-carboxylate
  参考文献：
  名称：

  Hypervalent iodine mediated synthesis of di- and tri-substituted isoxazoles via [3+2] cycloaddition of nitrile oxides

  摘要：

  An efficient and rapid protocol for the synthesis of 3,4-disubstituted and 3,4,5-trisubstituted isoxazoles under catalyst-free conditions is described. This protocol involves pre-oxidation of aldoxime into nitrile oxide using diacetoxyiodobenzene. The in situ generated nitrile oxide was trapped with dipolarophiles for the formation of functionally rich isoxazoles via [3+2] cycloaddition. (C) 2016 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2015.10.038

文献信息

• Hypervalent iodine mediated synthesis of di- and tri-substituted isoxazoles via [3+2] cycloaddition of nitrile oxides
  作者：Ankur Singhal、Santosh Kumar Reddy Parumala、Arun Sharma、Rama Krishna Peddinti

  DOI：10.1016/j.tetlet.2015.10.038

  日期：2016.2

  An efficient and rapid protocol for the synthesis of 3,4-disubstituted and 3,4,5-trisubstituted isoxazoles under catalyst-free conditions is described. This protocol involves pre-oxidation of aldoxime into nitrile oxide using diacetoxyiodobenzene. The in situ generated nitrile oxide was trapped with dipolarophiles for the formation of functionally rich isoxazoles via [3+2] cycloaddition. (C) 2016 Published by Elsevier Ltd.