4-[(E)-3-methylbut-1-enyl]-1-(4-methylphenyl)sulfonyl-2,5-dihydropyrrole-3-carbaldehyde | 936371-81-2

• 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: 4-[(E)-3-methylbut-1-enyl]-1-(4-methylphenyl)sulfonyl-2,5-dihydropyrrole-3-carbaldehyde
• CAS: 936371-81-2
• 化学式: C₁₇H₂₁NO₃S
• 分子量: 319.425
• InChiKey: JEIWJOWBSQKFOB-QPJJXVBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  62.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[(E)-3-methylbut-1-enyl]-1-(4-methylphenyl)sulfonyl-2,5-dihydropyrrole-3-carbaldehyde 在 盐酸羟胺 、 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以40%的产率得到2-(4-Methylphenyl)sulfonyl-6-propan-2-yl-1,3-dihydropyrrolo[3,4-c]pyridine
  参考文献：
  名称：

  Ruthenium-Catalyzed Cycloisomerization−6π-Cyclization:  A Novel Route to Pyridines

  摘要：

  Herein we report a method for the synthesis of substituted pyridines. The unsaturated ketones and aldehydes derived from the cycloisomerization of primary and secondary propargyl diynols in the presence of [CpRu(CH3CN)(3)]PF6 (1) are converted to 1-azatrienes which in turn undergo a subsequent electrocyclization-dehydration to provide pyridines with excellent regiocontrol.

  DOI：

  10.1021/ol070163t
• 作为产物：
  描述：

  在 cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate camphor-10-sulfonic acid 、 水 作用下， 以 丙酮 为溶剂， 反应 12.0h， 以70%的产率得到4-[(E)-3-methylbut-1-enyl]-1-(4-methylphenyl)sulfonyl-2,5-dihydropyrrole-3-carbaldehyde
  参考文献：
  名称：

  Ruthenium-Catalyzed Cycloisomerization−6π-Cyclization:  A Novel Route to Pyridines

  摘要：

  Herein we report a method for the synthesis of substituted pyridines. The unsaturated ketones and aldehydes derived from the cycloisomerization of primary and secondary propargyl diynols in the presence of [CpRu(CH3CN)(3)]PF6 (1) are converted to 1-azatrienes which in turn undergo a subsequent electrocyclization-dehydration to provide pyridines with excellent regiocontrol.

  DOI：

  10.1021/ol070163t

文献信息

• Ruthenium-Catalyzed Cycloisomerization−6π-Cyclization:  A Novel Route to Pyridines
  作者：Barry M. Trost、Alicia C. Gutierrez

  DOI：10.1021/ol070163t

  日期：2007.4.1

  Herein we report a method for the synthesis of substituted pyridines. The unsaturated ketones and aldehydes derived from the cycloisomerization of primary and secondary propargyl diynols in the presence of [CpRu(CH3CN)(3)]PF6 (1) are converted to 1-azatrienes which in turn undergo a subsequent electrocyclization-dehydration to provide pyridines with excellent regiocontrol.