2-allyl-3-oxoisoindoline-1-yl pivaloate | 956736-65-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-allyl-3-oxoisoindoline-1-yl pivaloate
• 英文别名: (3-oxo-2-prop-2-enyl-1H-isoindol-1-yl) 2,2-dimethylpropanoate
• CAS: 956736-65-5
• 化学式: C₁₆H₁₉NO₃
• 分子量: 273.332
• InChiKey: OHYJAMWFPYTWPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-(3-(pent-4-ynyloxy-)prop-1-enyl)benzene 、 2-allyl-3-oxoisoindoline-1-yl pivaloate 在 zirconocene hydrochloride 、 三甲基铝 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以55%的产率得到2-allyl-3-((E)-5-(cinnamyloxy)pent-1-enyl)isoindolin-1-one
  参考文献：
  名称：

  Synthesis of functionalized isoindolinones: Addition of in situ generated organoalanes to acyliminium ions

  摘要：

  Addition of in situ generated di- or trisubstituted alkenylalanes to N-acyliminium ions provides rapid access to functionalized isoindolinones. Subsequent ring closing metathesis leads to tricyclic products. These transformations proceed under mild conditions and allow for the convergent synthesis of biologically significant scaffolds from readily available starting materials.[GRAPHICS](C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2007.05.035
• 作为产物：
  描述：

  N-烯丙基邻苯二甲酰亚胺 、 三甲基乙酰氯 在 三乙胺 作用下， 以 甲醇 、 四氢呋喃 为溶剂， 反应 6.0h， 以83%的产率得到2-allyl-3-oxoisoindoline-1-yl pivaloate
  参考文献：
  名称：

  Synthesis of functionalized isoindolinones: Addition of in situ generated organoalanes to acyliminium ions

  摘要：

  Addition of in situ generated di- or trisubstituted alkenylalanes to N-acyliminium ions provides rapid access to functionalized isoindolinones. Subsequent ring closing metathesis leads to tricyclic products. These transformations proceed under mild conditions and allow for the convergent synthesis of biologically significant scaffolds from readily available starting materials.[GRAPHICS](C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2007.05.035

文献信息

• Synthesis of functionalized isoindolinones: Addition of in situ generated organoalanes to acyliminium ions
  作者：Joshua G. Pierce、David L. Waller、Peter Wipf

  DOI：10.1016/j.jorganchem.2007.05.035

  日期：2007.10

  Addition of in situ generated di- or trisubstituted alkenylalanes to N-acyliminium ions provides rapid access to functionalized isoindolinones. Subsequent ring closing metathesis leads to tricyclic products. These transformations proceed under mild conditions and allow for the convergent synthesis of biologically significant scaffolds from readily available starting materials.[GRAPHICS](C) 2007 Elsevier B.V. All rights reserved.