(3S,3aR)-3a-(methoxymethyl)-3-phenyl-2-tosyl-2,3,3a,4-tetrahydro-1H-benzo[f]isoindole | 1426341-82-3

• 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: (3S,3aR)-3a-(methoxymethyl)-3-phenyl-2-tosyl-2,3,3a,4-tetrahydro-1H-benzo[f]isoindole
• 英文别名: (1S,9aR)-9a-(methoxymethyl)-2-(4-methylphenyl)sulfonyl-1-phenyl-3,9-dihydro-1H-benzo[f]isoindole
• CAS: 1426341-82-3
• 化学式: C₂₇H₂₇NO₃S
• 分子量: 445.582
• InChiKey: XAFCBHRSIVIPMD-RRPNLBNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (3S,3aS)-5,5-dibutyl-3a-hydroxymethyl-3-phenyl-2-tosyl-1,2,3,3a,4,5-hexahydrostannolo[3,4-c]pyrrole 在 三乙烯二胺 、 二(三叔丁基膦)钯 、 sodium hydride 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 正己烷 为溶剂， 反应 38.25h， 生成 (3S,3aR)-3a-(methoxymethyl)-3-phenyl-2-tosyl-2,3,3a,4-tetrahydro-1H-benzo[f]isoindole
  参考文献：
  名称：

  Pd-Catalyzed Tandem sp²–sp³ Coupling Reactions of Chiral Stannolanes: An Efficient Preparation of Optically Active Tetrahydrobenz[f]isoindoles

  摘要：

  A novel double Migita-Kosugi-Stille coupling reaction with dihydrostannolanes, which are readily available from a radical cascade reaction, was achieved with dihalobenzenes in the presence of a palladium catalyst. Use of unsymmetrical 1-bromo-2-iodobenzene derivatives accomplished the double coupling reaction which gave tetrahydrobenz[f]isoindoles in a regioselective manner.

  DOI：

  10.1021/ol4003948

文献信息

• Pd-Catalyzed Tandem sp²–sp³ Coupling Reactions of Chiral Stannolanes: An Efficient Preparation of Optically Active Tetrahydrobenz[<i>f</i>]isoindoles
  作者：Akio Kamimura、Masahiro So、Shingo Ishikawa、Hidemitsu Uno

  DOI：10.1021/ol4003948

  日期：2013.3.15

  A novel double Migita-Kosugi-Stille coupling reaction with dihydrostannolanes, which are readily available from a radical cascade reaction, was achieved with dihalobenzenes in the presence of a palladium catalyst. Use of unsymmetrical 1-bromo-2-iodobenzene derivatives accomplished the double coupling reaction which gave tetrahydrobenz[f]isoindoles in a regioselective manner.