3-ethyl-3-hydroxy-2-(pyridin-3-yl)isoindolin-1-one | 1574486-16-0

• 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: 3-ethyl-3-hydroxy-2-(pyridin-3-yl)isoindolin-1-one
• 英文别名: 3-Ethyl-3-hydroxy-2-pyridin-3-ylisoindol-1-one；3-ethyl-3-hydroxy-2-pyridin-3-ylisoindol-1-one
• CAS: 1574486-16-0
• 化学式: C₁₅H₁₄N₂O₂
• 分子量: 254.288
• InChiKey: GPJBGCLABWTTHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  53.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  diethylzinc 、 2-pyridin-3-yl-isoindole-1,3-dione 以 四氢呋喃 为溶剂， 反应 16.0h， 以82%的产率得到3-ethyl-3-hydroxy-2-(pyridin-3-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

• Photoredox-catalyzed radical–radical cross coupling of ketyl radicals with unstabilized primary alkyl radicals
  作者：Shishen Feng、Hong Liu、Yan Li、Yewen Fang

  DOI：10.1039/d4cc00620h

  日期：2024.4.18

  sterically hindered alcohols has been successfully developed via radical–radical coupling reactions enabled by mild and redox-neutral photocatalysis. With alkylsilicates as the radical precursors, a range of primary alkyl radicals bearing various functional groups could couple with a range of phthalimides and activated ketones.

  在此，通过温和和氧化还原中性光催化实现的自由基-自由基偶联反应，成功开发了一种处理空间位阻醇制备的新方案。使用烷基硅酸酯作为自由基前体，一系列带有各种官能团的伯烷基可以与一系列邻苯二甲酰亚胺和活化酮偶联。
• 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.