N-cyclohexylisochroman-1-carboxamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: N-cyclohexylisochroman-1-carboxamide
• 英文别名: N-cyclohexyl-3,4-dihydro-1H-isochromene-1-carboxamide
• 化学式: C₁₆H₂₁NO₂
• 分子量: 259.348
• InChiKey: SVXGQPZFUQWTMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  异氰环已烷 、 1-甲氧基异苯并二氢吡喃 在 苯膦酸 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以69%的产率得到N-cyclohexylisochroman-1-carboxamide
  参考文献：
  名称：

  Phenylphosphinic Acid-Promoted Addition of Isocyanide to 1-Methoxyisochroman Derivatives

  摘要：

  A synthetic method for preparation of isochroman-1-carboxylamides in good to high yields by addition of isocyanides to 1-methoxyisochroman derivatives in the presence of phosphinic acid was developed. A wide range of 1-methoxyisochroman derivatives and isocyanides were suitable for this reaction.

  DOI：

  10.3987/com-18-s(t)23

文献信息

• 10.1002/chem.202401997
  作者：Russo, Camilla、Volpe, Carmine、Santoro, Federica、Brancaccio, Diego、Di Porzio, Anna、Carotenuto, Alfonso、Randazzo, Antonio、Grimaud, Laurence、Vitale, Maxime R.、Protti, Stefano、Giustiniano, Mariateresa

  DOI：10.1002/chem.202401997

  日期：——

  C(sp3)-H carbamoylation of cyclic ethers has been achieved via a domino sequence of Hydrogen Atom Transfer/Radical Polar Crossover pathways, finally enabling the nucleophilic addition of isocyanides to oxocarbenium ions. The current method features mild reaction conditions to generate oxocarbenium ions from non-activated ethers, along with good substrate scope and functional group compatibility.

  环醚的C( sp 3 )-H氨基甲酰化通过氢原子转移/自由基极性交叉途径的多米诺序列实现，最终实现异氰化物与氧碳鎓离子的亲核加成。目前的方法具有从非活化醚生成氧碳鎓离子的温和反应条件，以及良好的底物范围和官能团兼容性。
• Phenylphosphinic Acid-Promoted Addition of Isocyanide to 1-Methoxyisochroman Derivatives
  作者：Takahiro Soeta、Yutaka Ukaji、Syunsuke Matsuzaki

  DOI：10.3987/com-18-s(t)23

  日期：——

  A synthetic method for preparation of isochroman-1-carboxylamides in good to high yields by addition of isocyanides to 1-methoxyisochroman derivatives in the presence of phosphinic acid was developed. A wide range of 1-methoxyisochroman derivatives and isocyanides were suitable for this reaction.