1-phenyl-3-(pyridin-2-yl)prop-2-ynyl pivalate | 955956-20-4

• 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: 1-phenyl-3-(pyridin-2-yl)prop-2-ynyl pivalate
• 英文别名: (1-Phenyl-3-pyridin-2-ylprop-2-ynyl) 2,2-dimethylpropanoate；(1-phenyl-3-pyridin-2-ylprop-2-ynyl) 2,2-dimethylpropanoate
• CAS: 955956-20-4
• 化学式: C₁₉H₁₉NO₂
• 分子量: 293.365
• InChiKey: PZNKGJVFUNEIFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 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：

  1-phenyl-3-(pyridin-2-yl)prop-2-ynyl pivalate 在 三(五氟苯基)膦 作用下， 以 苯 为溶剂， 反应 24.0h， 以75%的产率得到3-phenylindolizin-2-yl pivalate
  参考文献：
  名称：

  Electronic Effects in the Pt-Catalyzed Cycloisomerization of Propargylic Esters:  Synthesis of 2,3-Disubstituted Indolizines as a Mechanistic Probe

  摘要：

  [GRAPHICS]The initial 5-exo versus 6-endo cyclization of the acyl group onto the activated alkyne of propargylic esters has been found to be dependent on electronic effects of the acyl, alkyne, and propargylic carbon substituents. These electronic effects control the ratio of 2,3-disubstituted versus 1,3-disubstituted indolizine products formed when substrates bearing pyridines at the alkyne terminus are used.

  DOI：

  10.1021/ol701973s
• 作为产物：
  描述：

  1-phenyl-3-(pyridin-2-yl)prop-2-yn-1-ol 、 三甲基乙酰氯 以 四氢呋喃 、 正己烷 为溶剂， 以1.18 g的产率得到1-phenyl-3-(pyridin-2-yl)prop-2-ynyl pivalate
  参考文献：
  名称：

  Electronic Effects in the Pt-Catalyzed Cycloisomerization of Propargylic Esters:  Synthesis of 2,3-Disubstituted Indolizines as a Mechanistic Probe

  摘要：

  [GRAPHICS]The initial 5-exo versus 6-endo cyclization of the acyl group onto the activated alkyne of propargylic esters has been found to be dependent on electronic effects of the acyl, alkyne, and propargylic carbon substituents. These electronic effects control the ratio of 2,3-disubstituted versus 1,3-disubstituted indolizine products formed when substrates bearing pyridines at the alkyne terminus are used.

  DOI：

  10.1021/ol701973s

文献信息

• Electronic Effects in the Pt-Catalyzed Cycloisomerization of Propargylic Esters:  Synthesis of 2,3-Disubstituted Indolizines as a Mechanistic Probe
  作者：Alison R. Hardin、Richmond Sarpong

  DOI：10.1021/ol701973s

  日期：2007.10.1

  [GRAPHICS]The initial 5-exo versus 6-endo cyclization of the acyl group onto the activated alkyne of propargylic esters has been found to be dependent on electronic effects of the acyl, alkyne, and propargylic carbon substituents. These electronic effects control the ratio of 2,3-disubstituted versus 1,3-disubstituted indolizine products formed when substrates bearing pyridines at the alkyne terminus are used.