6-(4-methoxyphenyl)indolizin-8-yl trifluoromethanesulfonate | 1418760-37-8

• 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: 6-(4-methoxyphenyl)indolizin-8-yl trifluoromethanesulfonate
• 英文别名: [6-(4-Methoxyphenyl)indolizin-8-yl] trifluoromethanesulfonate；[6-(4-methoxyphenyl)indolizin-8-yl] trifluoromethanesulfonate
• CAS: 1418760-37-8
• 化学式: C₁₆H₁₂F₃NO₄S
• 分子量: 371.337
• InChiKey: DXAOJOBCQVQEEO-UHFFFAOYSA-N

物化性质

• 密度：
  1.41±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  65.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6-(4-methoxyphenyl)indolizin-8-yl trifluoromethanesulfonate 、 3-氰基苯硼酸 在 potassium phosphate 、 四(三苯基膦)钯 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以40%的产率得到3-(6-(4-methoxyphenyl)indolizin-8-yl)benzonitrile
  参考文献：
  名称：

  Cycloaromatization Approach to Polysubstituted Indolizines from 2-Acetylpyrroles: Decoration of the Pyridine Unit

  摘要：

  A new synthetic route to indolizines with various substituents on the pyridine moiety was developed by utilizing a facile cycloaromatization of 2-acetylpyrrole derivatives. Without isolation, the resulting intermediates were allowed to react with various electrophiles to afford a range of indolizines. In particular, Suzuki-Miyaura cross-coupling of O-triflates with (hetero)arylboronic acids permitted introduction of diverse substituents at the C8 position of an indolizine skeleton.

  DOI：

  10.1021/jo302590a
• 作为产物：
  描述：

  2-乙酰基吡咯 在 sodium hydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 26.0h， 生成 6-(4-methoxyphenyl)indolizin-8-yl trifluoromethanesulfonate
  参考文献：
  名称：

  Cycloaromatization Approach to Polysubstituted Indolizines from 2-Acetylpyrroles: Decoration of the Pyridine Unit

  摘要：

  A new synthetic route to indolizines with various substituents on the pyridine moiety was developed by utilizing a facile cycloaromatization of 2-acetylpyrrole derivatives. Without isolation, the resulting intermediates were allowed to react with various electrophiles to afford a range of indolizines. In particular, Suzuki-Miyaura cross-coupling of O-triflates with (hetero)arylboronic acids permitted introduction of diverse substituents at the C8 position of an indolizine skeleton.

  DOI：

  10.1021/jo302590a

文献信息

• Cycloaromatization Approach to Polysubstituted Indolizines from 2-Acetylpyrroles: Decoration of the Pyridine Unit
  作者：Jin Ho Lee、Ikyon Kim

  DOI：10.1021/jo302590a

  日期：2013.2.1

  A new synthetic route to indolizines with various substituents on the pyridine moiety was developed by utilizing a facile cycloaromatization of 2-acetylpyrrole derivatives. Without isolation, the resulting intermediates were allowed to react with various electrophiles to afford a range of indolizines. In particular, Suzuki-Miyaura cross-coupling of O-triflates with (hetero)arylboronic acids permitted introduction of diverse substituents at the C8 position of an indolizine skeleton.