Journal of Fluorine Chemistry

Aryne-mediated fluorination: Synthesis of fluorinated biaryls via a sequential desilylation–halide elimination–fluoride addition process

V Diemer, JS Garcia, FR Leroux, F Colobert

文献索引：Diemer, Vincent; Garcia, Juan Sanz; Leroux, Frederic R.; Colobert, Francoise Journal of Fluorine Chemistry, 2012 , vol. 134, p. 146 - 155

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被引用次数: 6

摘要

An unusual aryne-mediated fluorination of aromatic ring systems during the desilylation of ortho-bromo-biphenyl-trimethylsilanes with tetrabutylammonium fluoride (TBAF) is described. In situ formation of an aryne and addition of fluoride affords fluorinated biphenyls. The structures have been undoubtfully confirmed by synthesis of authentic samples via Suzuki–Miyaura cross-coupling and X-ray analysis. In situ trapping experiments with furan ...