2-(3-(phenylethynyl)-1-(phenylsulfonyl)-1H-pyrrol-2-yl)pent-4-en-2-ol | 1426062-64-7

• 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-(3-(phenylethynyl)-1-(phenylsulfonyl)-1H-pyrrol-2-yl)pent-4-en-2-ol
• 英文别名: 2-[1-(Benzenesulfonyl)-3-(2-phenylethynyl)pyrrol-2-yl]pent-4-en-2-ol；2-[1-(benzenesulfonyl)-3-(2-phenylethynyl)pyrrol-2-yl]pent-4-en-2-ol
• CAS: 1426062-64-7
• 化学式: C₂₃H₂₁NO₃S
• 分子量: 391.491
• InChiKey: XBPWJLLOJOALQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  67.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(3-(phenylethynyl)-1-(phenylsulfonyl)-1H-pyrrol-2-yl)pent-4-en-2-ol 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 乙烯 作用下， 以 甲苯 为溶剂， 80.0 ℃ 、101.33 kPa 条件下， 反应 12.0h， 生成 7-methyl-1-(phenylsulfonyl)-4-(1-phenylvinyl)-1H-indole
  参考文献：
  名称：

  Synthesis of 4-Vinylindoles Using Ruthenium-Catalyzed Ring-Closing Enyne Metathesis

  摘要：

  The selective synthesis of substituted 4-vinylindoles by the ring-closing enyne metathesis (RCEM)/dehydration sequence is reported. In contrast with many known methods in which a pyrrole ring is constructed onto a functionalized benzene precursor, this method enables the construction of a benzene ring onto a pyrrole precursor. The RCEM/tautomerization sequence for the synthesis of 7-hydroxy-4-vinylindole is also presented as an application of this method.

  DOI：

  10.1021/jo400099x
• 作为产物：
  描述：

  3-溴-1-(苯基磺酰基)-1H-吡咯-2-甲醛 在 manganese(IV) oxide 、 bis-triphenylphosphine-palladium(II) chloride 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 19.17h， 生成 2-(3-(phenylethynyl)-1-(phenylsulfonyl)-1H-pyrrol-2-yl)pent-4-en-2-ol
  参考文献：
  名称：

  Synthesis of 4-Vinylindoles Using Ruthenium-Catalyzed Ring-Closing Enyne Metathesis

  摘要：

  The selective synthesis of substituted 4-vinylindoles by the ring-closing enyne metathesis (RCEM)/dehydration sequence is reported. In contrast with many known methods in which a pyrrole ring is constructed onto a functionalized benzene precursor, this method enables the construction of a benzene ring onto a pyrrole precursor. The RCEM/tautomerization sequence for the synthesis of 7-hydroxy-4-vinylindole is also presented as an application of this method.

  DOI：

  10.1021/jo400099x

文献信息

• Synthesis of 4-Vinylindoles Using Ruthenium-Catalyzed Ring-Closing Enyne Metathesis
  作者：Kazushi Hayashi、Kazuhiro Yoshida、Akira Yanagisawa

  DOI：10.1021/jo400099x

  日期：2013.4.5

  The selective synthesis of substituted 4-vinylindoles by the ring-closing enyne metathesis (RCEM)/dehydration sequence is reported. In contrast with many known methods in which a pyrrole ring is constructed onto a functionalized benzene precursor, this method enables the construction of a benzene ring onto a pyrrole precursor. The RCEM/tautomerization sequence for the synthesis of 7-hydroxy-4-vinylindole is also presented as an application of this method.