1-phenyl-2-(p-tosyl)-2,4,5,6-tetrahydrocyclopenta[c]pyrrole | 1427329-77-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-phenyl-2-(p-tosyl)-2,4,5,6-tetrahydrocyclopenta[c]pyrrole
• CAS: 1427329-77-8
• 化学式: C₂₀H₁₉NO₂S
• 分子量: 337.442
• InChiKey: AHFMBTITKCTFAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.19
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  39.07
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  (hepta-1,2-dien-6-yn-1-yl)benzene 在 噻吩-2-甲酸亚铜(I) 、 辛酸铑 作用下， 以 氯仿 为溶剂， 生成 1-phenyl-2-(p-tosyl)-2,4,5,6-tetrahydrocyclopenta[c]pyrrole
  参考文献：
  名称：

  Application of In Situ-Generated Rh-Bound Trimethylenemethane Variants to the Synthesis of 3,4-Fused Pyrroles

  摘要：

  Rh-bound trimethylenemethane variants generated from the interaction of a Rh-carbenoid with an allene have been applied to the synthesis of substituted 3,4-fused pyrroles. The pyrrole products are useful starting points for the syntheses of various dipyrromethene ligands. Furthermore, the methodology has been applied to a synthesis of the natural product cycloprodigiosin, which demonstrates antitumor and immunosuppressor activity.

  DOI：

  10.1021/ja401380d

文献信息

• Intramolecular Transannulation of Alkynyl Triazoles via Alkyne–Carbene Metathesis Step: Access to Fused Pyrroles
  作者：Yi Shi、Vladimir Gevorgyan

  DOI：10.1021/ol4027655

  日期：2013.10.18

  An intramolecular Rh-catalyzed transannulation reaction of alkynyl triazoles has been developed. This method allows efficient construction of various 5,5-fused pyrroles, including tetrahydropyrrolo and Spiro systems. The method demonstrates excellent functional group compatibility. A rhodium carbene-alkyne metathesis mechanism is proposed for this transformation.