6-benzoyl-4,5-bis(4-fluorophenyl)-3-hydroxy-3-phenyl-2-tosylisoindolin-1-one | 1621074-20-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 6-benzoyl-4,5-bis(4-fluorophenyl)-3-hydroxy-3-phenyl-2-tosylisoindolin-1-one
• 英文别名: 6-Benzoyl-4,5-bis(4-fluorophenyl)-3-hydroxy-2-(4-methylphenyl)sulfonyl-3-phenylisoindol-1-one；6-benzoyl-4,5-bis(4-fluorophenyl)-3-hydroxy-2-(4-methylphenyl)sulfonyl-3-phenylisoindol-1-one
• CAS: 1621074-20-1
• 化学式: C₄₀H₂₇F₂NO₅S
• 分子量: 671.721
• InChiKey: QQRDHRAYDOOBBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  49
• 可旋转键数：
  7
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1,1'-(1,2-乙炔二基)二(4-氟苯) 、 (E)-5-phenyl-2-(2-phenylethynyl)-N-tosylpent-2-en-4-ynamide 在 氧气 、 copper(ll) bromide 、 palladium dichloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 35.0 ℃ 、101.33 kPa 条件下， 反应 3.0h， 以64%的产率得到6-benzoyl-4,5-bis(4-fluorophenyl)-3-hydroxy-3-phenyl-2-tosylisoindolin-1-one
  参考文献：
  名称：

  Palladium/Copper-Catalyzed Aerobic Intermolecular Cyclization of Enediyne Compounds and Alkynes: Interrupting Cycloaromatization for (4 + 2) Cross-Benzannulation

  摘要：

  A tandem coupling-ketooxygenation reaction of readily accessible enediyne-carboxylic compounds with inner alkynes has been developed that utilizes the PdCl2/CuBr2 catalytic system under an O-2 atmosphere and assembles a class of isoindolinones and o-acylbenzoic acids. The two oxygen atoms are regioselectively incorporated into enediyne units at the 1- and 6-positions from atmospheric molecular oxygen and H2O, respectively, during the present process. This study uncovered a formal [4C + 2C] benzannulation diketonization of enediynes and alkynes via a coupling and decoupling strategy.

  DOI：

  10.1021/ja506795u

文献信息

• Palladium/Copper-Catalyzed Aerobic Intermolecular Cyclization of Enediyne Compounds and Alkynes: Interrupting Cycloaromatization for (4 + 2) Cross-Benzannulation
  作者：Fei Ling、Zexiang Li、Chenguang Zheng、Xiang Liu、Cheng Ma

  DOI：10.1021/ja506795u

  日期：2014.8.6

  A tandem coupling-ketooxygenation reaction of readily accessible enediyne-carboxylic compounds with inner alkynes has been developed that utilizes the PdCl2/CuBr2 catalytic system under an O-2 atmosphere and assembles a class of isoindolinones and o-acylbenzoic acids. The two oxygen atoms are regioselectively incorporated into enediyne units at the 1- and 6-positions from atmospheric molecular oxygen and H2O, respectively, during the present process. This study uncovered a formal [4C + 2C] benzannulation diketonization of enediynes and alkynes via a coupling and decoupling strategy.