3-(3,5-bis(trifluoromethyl)phenyl)-3-hydroxy-2-(pyridin-2-yl)isoindolin-1-one | 1574486-22-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡嗪类
• 英文名称: 3-(3,5-bis(trifluoromethyl)phenyl)-3-hydroxy-2-(pyridin-2-yl)isoindolin-1-one
• 英文别名: 3-[3,5-Bis(trifluoromethyl)phenyl]-3-hydroxy-2-pyridin-2-ylisoindol-1-one；3-[3,5-bis(trifluoromethyl)phenyl]-3-hydroxy-2-pyridin-2-ylisoindol-1-one
• CAS: 1574486-22-8
• 化学式: C₂₁H₁₂F₆N₂O₂
• 分子量: 438.329
• InChiKey: RZIVFFDHEBJSOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  31
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  53.4
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  N-(2-pyridinyl)phthalimide 、 Zn[3,5-bis(trifluoromethyl)phenyl]2 以 四氢呋喃 为溶剂， 反应 16.0h， 以77%的产率得到3-(3,5-bis(trifluoromethyl)phenyl)-3-hydroxy-2-(pyridin-2-yl)isoindolin-1-one
  参考文献：
  名称：

  Efficient access to 3-substituted-γ-hydroxylactams: the uncatalyzed addition of diorganozinc reagents to cyclic imides with heterocyclic substitution

  摘要：

  A range of 3-substituted-gamma-hydroxylactams have been prepared via the uncatalyzed addition of organo-zinc nucleophiles to cyclic imides. This reactivity is primarily limited to imides containing heterocyclic N-substitution, but proceeds efficiently with a variety of diorganozinc reagents, including those prepared and utilized without purification, as well as organozinc halides. It is hypothesized that the presence of a Lewis basic directing group is required for optimum reactivity. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.130

文献信息

• Efficient access to 3-substituted-γ-hydroxylactams: the uncatalyzed addition of diorganozinc reagents to cyclic imides with heterocyclic substitution
  作者：Kimberly S. DeGlopper、Joseph M. Dennis、Jeffrey B. Johnson

  DOI：10.1016/j.tetlet.2014.01.130

  日期：2014.3

  A range of 3-substituted-gamma-hydroxylactams have been prepared via the uncatalyzed addition of organo-zinc nucleophiles to cyclic imides. This reactivity is primarily limited to imides containing heterocyclic N-substitution, but proceeds efficiently with a variety of diorganozinc reagents, including those prepared and utilized without purification, as well as organozinc halides. It is hypothesized that the presence of a Lewis basic directing group is required for optimum reactivity. (C) 2014 Elsevier Ltd. All rights reserved.