acetic acid 4,4-dimethyl-1-(pyridin-2-yl)pent-2-ynyl ester | 952144-76-2

• 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: acetic acid 4,4-dimethyl-1-(pyridin-2-yl)pent-2-ynyl ester
• 英文别名: (4,4-Dimethyl-1-pyridin-2-ylpent-2-ynyl) acetate
• CAS: 952144-76-2
• 化学式: C₁₄H₁₇NO₂
• 分子量: 231.294
• InChiKey: FAXBHBXOXQTDRA-UHFFFAOYSA-N

物化性质

• 沸点：
  336.4±37.0 °C(predicted)
• 密度：
  1.058±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  acetic acid 4,4-dimethyl-1-(pyridin-2-yl)pent-2-ynyl ester 在 碘 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以97%的产率得到(3-Tert-butyl-2-iodoindolizin-1-yl) acetate
  参考文献：
  名称：

  通过碘氮茚衍生物的合成迅速介导的5-内切-挖环化

  摘要：

  碘介导的5-内切-挖炔丙基酯的环化2在室温下顺利进行，得到高度官能化氮茚3以优良产率。在该简便方法中，吡啶基团首次被用作亲核伴侣。

  DOI：

  10.1016/j.tetlet.2007.07.180
• 作为产物：
  描述：

  4,4-Dimethyl-1-pyridin-2-ylpent-2-yn-1-ol 、 乙酸酐 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 acetic acid 4,4-dimethyl-1-(pyridin-2-yl)pent-2-ynyl ester
  参考文献：
  名称：

  Highly Efficient Synthesis of Functionalized Indolizines and Indolizinones by Copper-Catalyzed Cycloisomerizations of Propargylic Pyridines

  摘要：

  [GRAPHICS]The copper-catalyzed cycloisomerizations of 2-pyridyl-substituted propargylic acetates and its derivatives are described, which offer an efficient route to C-1 oxygenated indolizines with a wide range of substituents under mild reaction conditions. The presented method could be readily applied to the synthesis of indolizinones through a cyclization/1,2-migration of tertiary propargylic alcohols.

  DOI：

  10.1021/jo070983j

文献信息

• Highly Efficient Synthesis of Functionalized Indolizines and Indolizinones by Copper-Catalyzed Cycloisomerizations of Propargylic Pyridines
  作者：Bin Yan、Yebing Zhou、Hao Zhang、Jingjin Chen、Yuanhong Liu

  DOI：10.1021/jo070983j

  日期：2007.9.1

  [GRAPHICS]The copper-catalyzed cycloisomerizations of 2-pyridyl-substituted propargylic acetates and its derivatives are described, which offer an efficient route to C-1 oxygenated indolizines with a wide range of substituents under mild reaction conditions. The presented method could be readily applied to the synthesis of indolizinones through a cyclization/1,2-migration of tertiary propargylic alcohols.
• Expeditious synthesis of indolizine derivatives via iodine mediated 5-endo-dig cyclization
  作者：Ikyon Kim、Jihyun Choi、Hye Kyoung Won、Ge Hyeoung Lee

  DOI：10.1016/j.tetlet.2007.07.180

  日期：2007.9

  Iodine-mediated 5-endo-dig cyclization of propargylic esters 2 at room temperature proceeded smoothly to give highly functionalized indolizines 3 in excellent yields. A pyridine group was employed as a nucleophilic partner in this facile process for the first time.

  碘介导的5-内切-挖炔丙基酯的环化2在室温下顺利进行，得到高度官能化氮茚3以优良产率。在该简便方法中，吡啶基团首次被用作亲核伴侣。