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Deprotonative C–H Silylation of Functionalized Arenes and Heteroarenes Using Trifluoromethyltrialkylsilane with Fluoride

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journal contribution
posted on 20.02.2015, 00:00 by Midori Sasaki, Yoshinori Kondo
A highly selective C–H silylation reaction of functionalized arenes and heteroarenes was developed using Ruppert–Prakash reagent (TMSCF3) activated by alkali metal fluoride. TMSCF3 is considered to play dual roles as a precursor of a mild base and also as a silicon electrophile. The silylation is compatible with sensitive functional groups such as halogen and nitro groups.