3-phenylsulfonylvinyl-3-phenylsulfonyl-4,5-dihydro-3H-pyrazole | 161875-84-9

• 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: 3-phenylsulfonylvinyl-3-phenylsulfonyl-4,5-dihydro-3H-pyrazole
• 英文别名: 5-(Benzenesulfonyl)-5-[1-(benzenesulfonyl)ethenyl]-3,4-dihydropyrazole
• CAS: 161875-84-9
• 化学式: C₁₇H₁₆N₂O₄S₂
• 分子量: 376.457
• InChiKey: IRZIOGIONBJPSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-phenylsulfonylvinyl-3-phenylsulfonyl-4,5-dihydro-3H-pyrazole 以 甲苯 为溶剂， 反应 1.0h， 以54%的产率得到(E)-2,3-bis(phenysulfonyl)-1,3-pentadiene
  参考文献：
  名称：

  1,3-Dipolar Cycloaddition Chemistry of 2,3-Bis(phenylsulfonyl)-1,3-diene with Diazoalkanes

  摘要：

  2,3-Bis(phenylsulfonyl)-1,3-butadiene was found to react smoothly with diazomethane and diazopropane to give a mixture of 1:1- and 2:1-cycloadducts. Heating the 1:1-cycloadduct at 110 degrees C resulted in loss of nitrogen and formation of mainly phenylsulfonyl-substituted 1,3-dienes. Cycloaddition of 2-phenylsulfinyl-3-phenylsulfonyl-1,3-butadiene with the same diazoalkanes gave only 1:1-cycloadducts which readily extruded nitrogen producing related 1,3-dienes. The regiochemistry of the dipolar cycloaddition is compatible with FMO considerations.

  DOI：

  10.3987/com-94-s8
• 作为产物：
  描述：

  2-苯基亚磺酰基-3-苯基磺酰基-1,3-丁二烯 在 间氯过氧苯甲酸 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 36.0h， 生成 3-phenylsulfonylvinyl-3-phenylsulfonyl-4,5-dihydro-3H-pyrazole
  参考文献：
  名称：

  1,3-Dipolar Cycloaddition Chemistry of 2,3-Bis(phenylsulfonyl)-1,3-diene with Diazoalkanes

  摘要：

  2,3-Bis(phenylsulfonyl)-1,3-butadiene was found to react smoothly with diazomethane and diazopropane to give a mixture of 1:1- and 2:1-cycloadducts. Heating the 1:1-cycloadduct at 110 degrees C resulted in loss of nitrogen and formation of mainly phenylsulfonyl-substituted 1,3-dienes. Cycloaddition of 2-phenylsulfinyl-3-phenylsulfonyl-1,3-butadiene with the same diazoalkanes gave only 1:1-cycloadducts which readily extruded nitrogen producing related 1,3-dienes. The regiochemistry of the dipolar cycloaddition is compatible with FMO considerations.

  DOI：

  10.3987/com-94-s8

文献信息

• 1,3-Dipolar Cycloaddition Chemistry of 2,3-Bis(phenylsulfonyl)-1,3-diene with Diazoalkanes
  作者：Albert Padwa、Michael Meske、Augusto Rodoriguez

  DOI：10.3987/com-94-s8

  日期：——

  2,3-Bis(phenylsulfonyl)-1,3-butadiene was found to react smoothly with diazomethane and diazopropane to give a mixture of 1:1- and 2:1-cycloadducts. Heating the 1:1-cycloadduct at 110 degrees C resulted in loss of nitrogen and formation of mainly phenylsulfonyl-substituted 1,3-dienes. Cycloaddition of 2-phenylsulfinyl-3-phenylsulfonyl-1,3-butadiene with the same diazoalkanes gave only 1:1-cycloadducts which readily extruded nitrogen producing related 1,3-dienes. The regiochemistry of the dipolar cycloaddition is compatible with FMO considerations.