ethyl 4-(1-ethyl-1-hydroxy-3-oxoisoindolin-2-yl)benzoate | 1532556-66-3

• 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: ethyl 4-(1-ethyl-1-hydroxy-3-oxoisoindolin-2-yl)benzoate
• 英文别名: Ethyl 4-(1-ethyl-1-hydroxy-3-oxoisoindol-2-yl)benzoate；ethyl 4-(1-ethyl-1-hydroxy-3-oxoisoindol-2-yl)benzoate
• CAS: 1532556-66-3
• 化学式: C₁₉H₁₉NO₄
• 分子量: 325.364
• InChiKey: CLODNFNYEZSLDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ethyl 4-(1,3-dioxoisoindolin-2-yl)benzoate 、 diethylzinc 在 bis(1,5-cyclooctadiene)nickel (0) 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以309 mg的产率得到ethyl 4-(1-ethyl-1-hydroxy-3-oxoisoindolin-2-yl)benzoate
  参考文献：
  名称：

  Nickel-Catalyzed Direct Addition of Diorganozinc Reagents to Phthalimides: Selective Formation of Gamma-Hydroxylactams

  摘要：

  The nickel-catalyzed addition of diorganozinc reagents to phthalimides proceeds with excellent selectivity to provide 3-substituted-3-hydroxyisoindolin-1-one products. These 3-hydroxy--lactams are produced cleanly in high yield with numerous examples of imide substitution and a broad range of diorganozinc reagents that are prepared and utilized without purification.

  DOI：

  10.1055/s-0033-1339890

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。
• Nickel-Catalyzed Direct Addition of Diorganozinc Reagents to Phthalimides: Selective Formation of Gamma-Hydroxylactams
  作者：Jeffrey Johnson、Joseph Dennis、Catherine Calyore、Jessica Sjoholm、J. Lutz、Joseph Gair

  DOI：10.1055/s-0033-1339890

  日期：——

  The nickel-catalyzed addition of diorganozinc reagents to phthalimides proceeds with excellent selectivity to provide 3-substituted-3-hydroxyisoindolin-1-one products. These 3-hydroxy--lactams are produced cleanly in high yield with numerous examples of imide substitution and a broad range of diorganozinc reagents that are prepared and utilized without purification.