2-phenyl-3-phenylsulfonyl-1-tosyl-2,5-dihydro-1H-pyrrole | 1192593-09-1

• 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: 2-phenyl-3-phenylsulfonyl-1-tosyl-2,5-dihydro-1H-pyrrole
• 英文别名: 3-(Benzenesulfonyl)-1-(4-methylphenyl)sulfonyl-2-phenyl-2,5-dihydropyrrole；3-(benzenesulfonyl)-1-(4-methylphenyl)sulfonyl-2-phenyl-2,5-dihydropyrrole
• CAS: 1192593-09-1
• 化学式: C₂₃H₂₁NO₄S₂
• 分子量: 439.556
• InChiKey: DUAXSSDXJWFGBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  88.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-phenyl-3-phenylthio-1-tosyl-2,5-dihydro-1H-pyrrole 在 magnesium,2-oxidooxycarbonylbenzoate,hexahydrate 作用下， 以 甲醇 、 水 为溶剂， 以70%的产率得到2-phenyl-3-phenylsulfonyl-1-tosyl-2,5-dihydro-1H-pyrrole
  参考文献：
  名称：

  Allenyl Sulfones and Allenyl Sulfides in the Synthesis of 3-Pyrrolines. A Novel Nucleophilic [3 + 2] Cycloaddition on Allenyl Sulfones Giving Rearranged Cycloadducts

  摘要：

  Efficient methodologies for the synthesis of regioisomeric 3-pyrrolines by reaction of electron-deficient imines and sulfur-containing allenyl derivatives are presented. Lithiated thioallenes give 2-aryl-3-phenylsulfonyl-3-pyrrolines, whereas allenyl sulfones furnish the isomeric 2-aryl-4-phenylsulfonyl-3-pyrrolines through migration of the sulfonyl group that catalyzes the nucleophilic [3 + 2] cycloaddition.

  DOI：

  10.1021/ol902097d

文献信息

• Allenyl Sulfones and Allenyl Sulfides in the Synthesis of 3-Pyrrolines. A Novel Nucleophilic [3 + 2] Cycloaddition on Allenyl Sulfones Giving Rearranged Cycloadducts
  作者：Elena Moreno-Clavijo、Ana T. Carmona、Hans-Ulrich Reissig、Antonio J. Moreno-Vargas、Eleuterio Alvarez、Inmaculada Robina

  DOI：10.1021/ol902097d

  日期：2009.11.5

  Efficient methodologies for the synthesis of regioisomeric 3-pyrrolines by reaction of electron-deficient imines and sulfur-containing allenyl derivatives are presented. Lithiated thioallenes give 2-aryl-3-phenylsulfonyl-3-pyrrolines, whereas allenyl sulfones furnish the isomeric 2-aryl-4-phenylsulfonyl-3-pyrrolines through migration of the sulfonyl group that catalyzes the nucleophilic [3 + 2] cycloaddition.