2-isobutyl-2-(2-methoxy-5-((2'-methylspiro[cyclohexane-1,3'-indolin]-1'-yl)sulfonyl)phenyl)-4-methylpentanenitrile | 1620581-48-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-isobutyl-2-(2-methoxy-5-((2'-methylspiro[cyclohexane-1,3'-indolin]-1'-yl)sulfonyl)phenyl)-4-methylpentanenitrile
• CAS: 1620581-48-7
• 化学式: C₃₁H₄₂N₂O₃S
• 分子量: 522.752
• InChiKey: QASVFLJBXYNEQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.35
• 重原子数：
  37.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  70.4
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-isobutyl-2-(2-methoxy-5-((2'-methylspiro[cyclohexane-1,3'-indolin]-1'-yl)sulfonyl)phenyl)-4-methylpentanenitrile 、 丙烯酸乙酯 在 silver(I) acetate 、 palladium diacetate 、 N-乙酰甘氨酸 作用下， 反应 24.0h， 以75%的产率得到(E)-ethyl 3-(1'-((3-(4-cyano-2,6-dimethylheptan-4-yl)-4-methoxyphenyl)sulfonyl)-2'-methylspiro[cyclohexane-1,3'-indolin]-6'-yl)acrylate
  参考文献：
  名称：

  Pd(II)-Catalyzed meta-C–H Olefination, Arylation, and Acetoxylation of Indolines Using a U-Shaped Template

  摘要：

  meta-C-H olefination, arylation, and acetoxylation of indolines have been developed using nitrile-containing templates. The combination of a monoprotected amino acid ligand and the nitrile template attached at the indolinyl nitrogen via a sulfonamide linkage is crucial for the meta-selective C-H fiunctionalization of electron-rich indolines that are otherwise highly reactive toward electrophilic palladation at the para-positions. A wide range of synthetically important and advanced indoline analogues are selectively functionalized at the meta-positions.

  DOI：

  10.1021/ja505737x
• 作为产物：
  描述：

  邻甲氧基苯乙腈 在 吡啶 、 氯磺酸 、 4-二甲氨基吡啶 、 sodium hydride 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 49.5h， 生成 2-isobutyl-2-(2-methoxy-5-((2'-methylspiro[cyclohexane-1,3'-indolin]-1'-yl)sulfonyl)phenyl)-4-methylpentanenitrile
  参考文献：
  名称：

  Pd(II)-Catalyzed meta-C–H Olefination, Arylation, and Acetoxylation of Indolines Using a U-Shaped Template

  摘要：

  meta-C-H olefination, arylation, and acetoxylation of indolines have been developed using nitrile-containing templates. The combination of a monoprotected amino acid ligand and the nitrile template attached at the indolinyl nitrogen via a sulfonamide linkage is crucial for the meta-selective C-H fiunctionalization of electron-rich indolines that are otherwise highly reactive toward electrophilic palladation at the para-positions. A wide range of synthetically important and advanced indoline analogues are selectively functionalized at the meta-positions.

  DOI：

  10.1021/ja505737x