3-methylphenyl(phenyl)iodonium tetrafluoroborate | 73377-23-8

• 英文名称: 3-methylphenyl(phenyl)iodonium tetrafluoroborate
• 英文别名: Phenyl-m-tolyliodonium Fluoroborate
• CAS: 73377-23-8
• 化学式: BF₄*C₁₃H₁₂I
• 分子量: 381.947
• InChiKey: CORZYGYHMJZTFD-UHFFFAOYSA-N

计算性质

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

• 作为反应物：
  描述：

  喹啉 、 3-methylphenyl(phenyl)iodonium tetrafluoroborate 在 palladium 、 copper diacetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以69%的产率得到3-(m-tolyl)quinoline
  参考文献：
  名称：

  Direct synthesis of 3-arylquinolines by a nano Pd-catalyzed regioselective C3-H arylation of quinolines

  摘要：

  3-Arylquinolines are biologically and medicinally very important compounds. Direct and regioselective C3-H arylation offers a straight forward methodology for their synthesis. In this work, we report their synthesis by a Pd nanoparticle catalyzed reaction with aryliodonium salts as the arylating agent in the presence of stoichiometric oxidant Cu(OAc)(2). The reaction works with different quinolines and diaryliodonium salts with both electron donating and electron withdrawing groups. The advantage of the methodology is that it does not require any ligand and the catalyst also is recoverable and recyclable. (C) 2019 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2019.151364
• 作为产物：
  描述：

  (m-methylphenyl)phenyliodonium bromide 在 tetrafluoroboric acid 、 silver(l) oxide 作用下， 以 水 为溶剂， 反应 0.5h， 以39%的产率得到3-methylphenyl(phenyl)iodonium tetrafluoroborate
  参考文献：
  名称：

  Aryl radical departure aptitudes in reactions of diaryliodonium fluoroborates with sodium ethoxide

  摘要：

  DOI：

  10.1021/jo01299a007

文献信息

• Regiospecific One-Pot Synthesis of Diaryliodonium Tetrafluoroborates from Arylboronic Acids and Aryl Iodides
  作者：Marcin Bielawski、David Aili、Berit Olofsson

  DOI：10.1021/jo8004974

  日期：2008.6.1

  Diaryliodonium salts have recently received considerable attention as mild arylation reagents in organic synthesis. This paper describes a regiospecific, sequential one-pot synthesis of symmetrical and unsymmetrical diaryliodonium tetrafluoroborates, which are the most popular salts in metal-catalyzed arylations. The protocol is fast and high-yielding and has a large substrate scope. Furthermore, the corresponding diaryliodonium triflates can conveniently be obtained via an in situ anion exchange.