6-dihydro-3-phenyl-2-(phenylsulfonyl)-4H-pyrrolo[1,2-b]pyrazole | 1314297-86-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-dihydro-3-phenyl-2-(phenylsulfonyl)-4H-pyrrolo[1,2-b]pyrazole
• 英文别名: 2-(benzenesulfonyl)-3-phenyl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole
• CAS: 1314297-86-3
• 化学式: C₁₈H₁₆N₂O₂S
• 分子量: 324.403
• InChiKey: TZTMYJWREGTTEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  60.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-dihydro-3-phenyl-2-(phenylsulfonyl)-4H-pyrrolo[1,2-b]pyrazole 在 disodium hydrogenphosphate 、 sodium amalgam 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以78%的产率得到3-苯基-5,6-二氢-4H-吡咯并[1,2-b]吡唑
  参考文献：
  名称：

  Regioselective Synthesis of Sulfonylpyrazoles via Base Mediated Reaction of Diazosulfones with Nitroalkenes and a Facile Entry into Withasomnine

  摘要：

  A base mediated reaction of alpha-diazo-beta-ketosulfone with nitroalkenes affords sulfonylpyrazoles as single regioisomers in excellent yield in a one-pot room temperature reaction. Aryl, heteroaryl, styrenyl, alkyl, hydroxymethyl, and hydrazinyl groups could be introduced on the pyrazole ring by the appropriate choice of nitroalkenes. Synthesis of sulfonylpyrazole fused to other heterocycles and application of the methodology to an expedient synthesis of a pyrazole alkaloid, Withasomnine, are also reported.

  DOI：

  10.1021/ol201534f
• 作为产物：
  描述：

  (E)-4-nitro-5-phenylpent-4-en-1-ol 在 四溴化碳 、 sodium methylate 、 三苯基膦 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 13.25h， 生成 6-dihydro-3-phenyl-2-(phenylsulfonyl)-4H-pyrrolo[1,2-b]pyrazole
  参考文献：
  名称：

  Regioselective Synthesis of Sulfonylpyrazoles via Base Mediated Reaction of Diazosulfones with Nitroalkenes and a Facile Entry into Withasomnine

  摘要：

  A base mediated reaction of alpha-diazo-beta-ketosulfone with nitroalkenes affords sulfonylpyrazoles as single regioisomers in excellent yield in a one-pot room temperature reaction. Aryl, heteroaryl, styrenyl, alkyl, hydroxymethyl, and hydrazinyl groups could be introduced on the pyrazole ring by the appropriate choice of nitroalkenes. Synthesis of sulfonylpyrazole fused to other heterocycles and application of the methodology to an expedient synthesis of a pyrazole alkaloid, Withasomnine, are also reported.

  DOI：

  10.1021/ol201534f