2-methoxycarbonylbenzoindolizine | 145474-64-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 2-methoxycarbonylbenzoindolizine
• 英文别名: Methyl pyrrolo[2,1-a]isoquinoline-2-carboxylate
• CAS: 145474-64-2
• 化学式: C₁₄H₁₁NO₂
• 分子量: 225.247
• InChiKey: KYIIDPWSPGNIHH-UHFFFAOYSA-N

物化性质

• 密度：
  1.20±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(溴甲基)丙烯酸甲酯 在 potassium carbonate 、 silver carbonate 作用下， 以 乙腈 、 xylene 为溶剂， 反应 42.0h， 生成 2-methoxycarbonylbenzoindolizine
  参考文献：
  名称：

  XYZH systems as potential 1,3-dipoles. Part 36. 1,5-Electrocyclisation processes via oxidation of tertiary amines. Pyrrolo-dihydroisoquinolines and -dihydro-β-carbolines.

  摘要：

  A range of tertiary N-allylamines derived from 1,2,3,4-tetrahydroisoquinoline undergo oxidative cyclisation, induced by Ag2CO3, to pyrrolo-dihydroisoquinolines in moderate to good yield. Analogous oxidative cyclisations are reported for N-allyl-tetrahydro-beta-carbolines and a pyrrolidine. The reactions proceed via formation of a 1,5-dipole followed by an electrocyclisation and subsequent aromatisation.

  DOI：

  10.1016/s0040-4020(01)81190-x

文献信息

• XYZH systems as potential 1,3-dipoles. Part 36. 1,5-Electrocyclisation processes via oxidation of tertiary amines. Pyrrolo-dihydroisoquinolines and -dihydro-β-carbolines.
  作者：Ronald Grigg、Peter Myers、Anoma Somasunderam、Visuvanathar Sridharan

  DOI：10.1016/s0040-4020(01)81190-x

  日期：1992.1

  A range of tertiary N-allylamines derived from 1,2,3,4-tetrahydroisoquinoline undergo oxidative cyclisation, induced by Ag2CO3, to pyrrolo-dihydroisoquinolines in moderate to good yield. Analogous oxidative cyclisations are reported for N-allyl-tetrahydro-beta-carbolines and a pyrrolidine. The reactions proceed via formation of a 1,5-dipole followed by an electrocyclisation and subsequent aromatisation.