1,5,6,7-tetrahydro-1,7a-s-indacen-8-one | 836649-13-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1,5,6,7-tetrahydro-1,7a-s-indacen-8-one
• 英文别名: 1,5,6,7-Tetrahydropyrrolo[2,3-f]indolizin-9-one
• CAS: 836649-13-9
• 化学式: C₁₀H₁₀N₂O
• 分子量: 174.202
• InChiKey: HODPNCGWZIVTII-UHFFFAOYSA-N

物化性质

• 沸点：
  439.5±45.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  36.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,5,6,7-tetrahydro-1,7a-s-indacen-8-one 在 溴 作用下， 以 溶剂黄146 为溶剂， 反应 0.17h， 以80%的产率得到3,4-dibromo-1,5,6,7-tetrahydro-1,7a-diaza-s-indacen-8-one
  参考文献：
  名称：

  Regioselective intramolecular N1–C3 cyclizations on pyrrole–proline to ABC tricycles of dibromophakellin and ugibohlin

  摘要：

  Pyrrole N1-C and C3-C regioselective linkage to the fused tricycle ABC system present in the marine metabolites ugibohlin and dibromoisophakellin is described. The cyclization is closely dependent oil the electrophilic function. bromination degree of the pyrrole moiety and pH conditions. The mechanism of the functionalization of the ABC olefin by oxidative agents was found to occur through an N-acyliminium intermediate as showed by the natural chemical connection between ugibohlin and dibromoisophakellin. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2004.11.066
• 作为产物：
  描述：

  L-脯氨酸甲酯 在 4-二甲氨基吡啶 、 sodium hydroxide 、 lithium aluminium tetrahydride 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.67h， 生成 1,5,6,7-tetrahydro-1,7a-s-indacen-8-one
  参考文献：
  名称：

  Regioselective intramolecular N1–C3 cyclizations on pyrrole–proline to ABC tricycles of dibromophakellin and ugibohlin

  摘要：

  Pyrrole N1-C and C3-C regioselective linkage to the fused tricycle ABC system present in the marine metabolites ugibohlin and dibromoisophakellin is described. The cyclization is closely dependent oil the electrophilic function. bromination degree of the pyrrole moiety and pH conditions. The mechanism of the functionalization of the ABC olefin by oxidative agents was found to occur through an N-acyliminium intermediate as showed by the natural chemical connection between ugibohlin and dibromoisophakellin. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2004.11.066

文献信息

• Regioselective intramolecular N1–C3 cyclizations on pyrrole–proline to ABC tricycles of dibromophakellin and ugibohlin
  作者：Nathalie Travert、Marie-Thérèse Martin、Marie-Lise Bourguet-Kondracki、Ali Al-Mourabit

  DOI：10.1016/j.tetlet.2004.11.066

  日期：2005.1

  Pyrrole N1-C and C3-C regioselective linkage to the fused tricycle ABC system present in the marine metabolites ugibohlin and dibromoisophakellin is described. The cyclization is closely dependent oil the electrophilic function. bromination degree of the pyrrole moiety and pH conditions. The mechanism of the functionalization of the ABC olefin by oxidative agents was found to occur through an N-acyliminium intermediate as showed by the natural chemical connection between ugibohlin and dibromoisophakellin. (C) 2004 Published by Elsevier Ltd.