26189-36-6Relevant academic research and scientific papers
Cobalt-Catalyzed Defluorosilylation of Aryl Fluorides via Grignard Reagent Formation
Cho, Hyungdo,Cho, Seung Hwan,Jang, Minjae,Jeong, Jongheon,Kim, Hyunseok,Lee, Eunsung,Lim, Soobin
supporting information, p. 7387 - 7392 (2020/10/12)
Transition-metal-catalyzed transformations of the carbon-fluorine bond not only tackle an interesting problem of challenging bond activation but also offer new synthetic strategies where the relatively inert C-F bond is converted to versatile functional groups. Herein we report a practical cobalt-catalyzed silylation of aryl fluorides that uses a cheap electrophilic silicon source with magnesium. This method is compatible with various silicon sources and can be operated under aerobic conditions. Mechanistic studies support the in situ formation of a Grignard reagent, which is captured by the electrophilic silicon source.
Oxy-Wittig reactions of 1-naphthyl(aryl)methylphosphonates: a new approach to naphthylarylketones
Zubair Khalid,Pallikonda, Gangaram,Prasad Tulichala,Chakravarty, Manab
, p. 2094 - 2101 (2016/04/09)
Valuable compounds, naphthylarylketones are synthesized via oxy-Wittig (oxygenation of phosphonate carbanions) type reactions of diverse 1-naphthyl(aryl)methylphosphonates at room temperature by producing water soluble by-product. Commercially known but synthetically unexposed and expensive naphthylarylketones are easily synthesized using this transition metal-free, operationally simple strategy. As precursors, a range of new naphthyl(aryl)methylphosphonates are obtained in excellent yield and regioselectivity by direct and clean synthetic protocol that involves FeCl3 or triflic acid (TfOH) mediated arylation reactions of easily accessible (hydroxy)-1-naphthylmethylphosphonate with activated as well as unactivated arenes including halogenated anisoles, biphenyl, naphthalene and pyrene (extended π-systems) at room temperature.
