38764-30-6Relevant academic research and scientific papers
Copper-Mediated Fluorination of Aryl Trisiloxanes with Nucleophilic Fluoride
Dorel, Ruth,Boehm, Philip,Schwinger, Daniel P.,Hartwig, John F.
supporting information, p. 1759 - 1762 (2020/02/05)
A method for the nucleophilic fluorination of heptamethyl aryl trisiloxanes to form fluoroarenes is reported. The reaction proceeds in the presence of Cu(OTf)2 and KHF2 as the fluoride source under mild conditions for a broad range of heptamethyltrisiloxyarenes with high functional group tolerance. The combination of this method with the silylation of aryl C?H bonds enables the regioselective fluorination of non-activated arenes controlled by steric effects following a two-step protocol.
Microflow fluorinations of benzynes: Efficient synthesis of fluoroaromatic compounds
Ikawa, Takashi,Masuda, Shigeaki,Akai, Shuji
, p. 1153 - 1164 (2018/12/10)
Fluorinated aromatic compounds are found in a variety of biologically active compounds, including clinical drugs and agrochemicals. Therefore, the synthesis of aryl fluorides is particularly important in the medicinal and process chemistry fields. In this
Synthesis of fluorinated aromatic compounds by one-pot benzyne generation and nucleophilic fluorination
Ikawa, Takashi,Masuda, Shigeaki,Nishiyama, Tsuyoshi,Takagi, Akira,Akai, Shuji
, p. 475 - 480 (2014/04/03)
The fluorination of substituted benzenes using fluoride ions under mild reaction conditions has been one of the most important challenges for the synthesis of biologically active fluorinated aromatic compounds; however, only a few synthetically useful methods are known. In this paper, it is reported that the nucleophilic fluorination of benzynes, generated from either 2-(trialkylsilyl)phenyl nonafluorobutanesulfonates or 2-(trialkylsilyl)phenols, meets this challenge. In particular, the fluorination starting from 2-(trialkylsilyl)phenols for fabricating aryl fluorides involves three sequential reactions in one-pot: the nonaflylation of phenols, benzyne generation, and nucleophilic fluorination of the benzynes. The regioselectivities of these reactions are controlled by the substituents at the C3-position of the benzynes. CSIRO 2014.
