[N-(methylsulfonyl)pyrrol-2-yl]-(4-methylphenyl)methanone | 1167990-35-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [N-(methylsulfonyl)pyrrol-2-yl]-(4-methylphenyl)methanone
• 英文别名: (4-Methylphenyl)-(1-methylsulfonylpyrrol-2-yl)methanone
• CAS: 1167990-35-3
• 化学式: C₁₃H₁₃NO₃S
• 分子量: 263.317
• InChiKey: VQOIRUUHEBJMNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  64.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [N-(methylsulfonyl)pyrrol-2-yl]-(4-methylphenyl)methanone 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.25h， 以99%的产率得到[N-(methylsulfonyl)pyrrol-2-yl]-(4-methylphenyl)methanol
  参考文献：
  名称：

  Rational Synthesis of Tripyrranes

  摘要：

  The rational, chromatography-free synthesis of two regioisomeric 5,10-diaryltripyrranes from pyrrole and aromatic acids has been developed. The strategy is general and should be applicable to a broad range of acids. This methodology was successfully applied to the synthesis of monoprotected dipyrrane. The oxidation of N,N'-bis-mesyltripyrrane under basic conditions led to the formation of both known tripyrrin-1-one and unknown 1-methoxytripyrrin-a fluorescent dye strongly absorbing green light.

  DOI：

  10.1021/jo900602z
• 作为产物：
  描述：

  1-methylsulfonylpyrrole 、 对甲基苯甲酸 在 三氟乙酸酐 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 20.0h， 以46%的产率得到[N-(methylsulfonyl)pyrrol-2-yl]-(4-methylphenyl)methanone
  参考文献：
  名称：

  Rational Synthesis of Tripyrranes

  摘要：

  The rational, chromatography-free synthesis of two regioisomeric 5,10-diaryltripyrranes from pyrrole and aromatic acids has been developed. The strategy is general and should be applicable to a broad range of acids. This methodology was successfully applied to the synthesis of monoprotected dipyrrane. The oxidation of N,N'-bis-mesyltripyrrane under basic conditions led to the formation of both known tripyrrin-1-one and unknown 1-methoxytripyrrin-a fluorescent dye strongly absorbing green light.

  DOI：

  10.1021/jo900602z