1-phenyl-2-(p-tosyl)-4,5,6,7-tetrahydro-2H-isoindole | 1427329-70-1

• 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)-4,5,6,7-tetrahydro-2H-isoindole
• 英文别名: 2-(4-Methylphenyl)sulfonyl-1-phenyl-4,5,6,7-tetrahydroisoindole；2-(4-methylphenyl)sulfonyl-1-phenyl-4,5,6,7-tetrahydroisoindole
• CAS: 1427329-70-1
• 化学式: C₂₁H₂₁NO₂S
• 分子量: 351.469
• InChiKey: IHLHKGBREYTQKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  47.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  6-(trimethylsilyl)-5-hexynal 在 正丁基锂 、 噻吩-2-甲酸亚铜(I) 、 辛酸铑 、 四丁基氟化铵 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 正己烷 、 氯仿 为溶剂， 反应 16.09h， 生成 1-phenyl-2-(p-tosyl)-4,5,6,7-tetrahydro-2H-isoindole
  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

• Application of In Situ-Generated Rh-Bound Trimethylenemethane Variants to the Synthesis of 3,4-Fused Pyrroles
  作者：Erica E. Schultz、Richmond Sarpong

  DOI：10.1021/ja401380d

  日期：2013.3.27

  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.