bis(3,4-dimethylphenyl)iodonium tetrafluoroborate | 337378-25-3

• 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: bis(3,4-dimethylphenyl)iodonium tetrafluoroborate
• CAS: 337378-25-3
• 化学式: BF₄*C₁₆H₁₈I
• 分子量: 424.028
• InChiKey: TVSUUSWBJXFJKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.35
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  bis(3,4-dimethylphenyl)iodonium tetrafluoroborate 、 8-chloro-1,2-dihydro-2,7-naphthyridin-1-one 在 三乙胺 、 copper(l) chloride 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 以89%的产率得到8-chloro-2-(3,4-dimethylphenyl)-2,7-naphthyridin-1(2H)-one
  参考文献：
  名称：

  Efficient Arylation of 2,7-Naphthyridin-1(2H)-one with Diaryliodonium Salts and Discovery of a New Selective MET/AXL Kinase Inhibitor

  摘要：

  New 8-chloro-2-phenyl-2,7-naphthyridin-1(2H)-one building blocks bearing diverse substitutes on the 2-phenyl group were synthesized via an efficient diaryliodonium salt-based N-arylation strategy with the advantage of mild conditions, short reaction times, and high yields. A small combinatorial library of 8-amino substituted 2-phenyl-2,7-naphthyridin-1(2H)-one was further conveniently constructed based on the above chlorinated naphthyridinones and substituted aniline. Preliminary biochemical screening resulted in the discovery of the new 2,7-naphthyridonebased MET/AXL kinase inhibitors. More importantly, 17c (IC50,MET of 13.8 nM) or 17e (IC50,AXl of 17.2 nM) and 17i (IC50,AXl of 31.8 nM) can efficient selectively inhibit MET or AXL kinase, respectively, while commercial cabozantinib showed no selectivity. The further exploration of the 8-substituted 2-phenyl-2,7-naphthyridin-1(2H)-one combinatorial library would significantly accelerate the discovery of more potent and selective inhibitors against diverse kinases.

  DOI：

  10.1021/acscombsci.0c00074
• 作为产物：
  描述：

  邻二甲苯 在 potassium iodate 作用下， 以62%的产率得到bis(3,4-dimethylphenyl)iodonium tetrafluoroborate
  参考文献：
  名称：

  Palladium-Catalyzed Arylation of Simple Arenes with Iodonium Salts

  摘要：

  The development of an arylation protocol for simple arenes with diaryliodonium salts using the Herrmann-Beller palladacycle catalyst is reported. The reaction takes simple aromatic feedstocks and creates valuable biaryls for use in all sectors of the chemical industry.

  DOI：

  10.1021/ol400412z

文献信息

• Oxyarylation and Aminoarylation of Styrenes Using Photoredox Catalysis
  作者：Gabriele Fumagalli、Scott Boyd、Michael F. Greaney

  DOI：10.1021/ol401940c

  日期：2013.9.6

  A three-component coupling of styrenes is reported, using photoredox catalysis to achieve simultaneous arylation and C–O or C–N bond formation across the styrene double bond.

  据报道，通过光氧化还原催化，苯乙烯可以实现三组分偶联，同时实现芳基化和跨苯乙烯双键的C–O或C–N键的形成。