5-(2-methoxyphenyl)-7-methyl-5,6-diazaspiro[2.4]hept-6-en-4-one | 1326775-69-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-(2-methoxyphenyl)-7-methyl-5,6-diazaspiro[2.4]hept-6-en-4-one
• 英文别名: 6-(2-methoxyphenyl)-4-methyl-5,6-diazaspiro[2.4]hept-4-en-7-one
• CAS: 1326775-69-2
• 化学式: C₁₃H₁₄N₂O₂
• 分子量: 230.266
• InChiKey: UKBORYAXHQYTEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(1-(hydroxyimino)ethyl)-N-(2-methoxyphenyl)cyclopropanecarboxamide 在 对甲苯磺酰氯 、 potassium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 1.25h， 以88%的产率得到5-(2-methoxyphenyl)-7-methyl-5,6-diazaspiro[2.4]hept-6-en-4-one
  参考文献：
  名称：

  Divergent synthesis of fully substituted isoxazoles and spiro-fused pyrazolin-5-ones from cyclopropyl oximes

  摘要：

  Efficient and divergent synthesis of fully substituted isoxazoles and spiro-fused pyrazolin-5-ones is developed from cyclopropyl oximes based on selection of reaction conditions. Under Appel conditions (PPh3/CBr4), substituted isoxazoles were synthesized from cyclopropyl oximes via a ring-opening and intramolecular cyclization process, whereas by treatment of cyclopropyl oximes with p-toluenesulfonyl chloride in the presence of potassium hydroxide, spiro-fused pyrazolin-5-ones were obtained via tandem ketoxime tosylation and intramolecular cyclization. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.136

文献信息

• Divergent synthesis of fully substituted isoxazoles and spiro-fused pyrazolin-5-ones from cyclopropyl oximes
  作者：Xiaolan Fu、Peng Huang、Guangyuan Zhou、Yinqiao Hu、Dewen Dong

  DOI：10.1016/j.tet.2011.05.136

  日期：2011.8

  Efficient and divergent synthesis of fully substituted isoxazoles and spiro-fused pyrazolin-5-ones is developed from cyclopropyl oximes based on selection of reaction conditions. Under Appel conditions (PPh3/CBr4), substituted isoxazoles were synthesized from cyclopropyl oximes via a ring-opening and intramolecular cyclization process, whereas by treatment of cyclopropyl oximes with p-toluenesulfonyl chloride in the presence of potassium hydroxide, spiro-fused pyrazolin-5-ones were obtained via tandem ketoxime tosylation and intramolecular cyclization. (C) 2011 Elsevier Ltd. All rights reserved.