Diverse reactivity of carbenes and silylenes towards fluoropyridines

Kundu, Gargi; Ajithkumar, V. S.; Bisai, Milan Kumar; Tothadi, Srinu; Das, Tamal; Vanka, Kumar; Sen, Sakya S.

Diverse reactivity of carbenes and silylenes towards fluoropyridines

2021

The reaction of IDipp with C₅F₅N led to functionalization of all three carbon atoms of the imidazole ring with HF₂⁻ as the counter-anion (1). Reactivity with 2,3,5,6-tetrafluoropyridine gives only C–F bond activation leaving C–H bonds intact (5b). The reaction of SIDipp with C₅F₅N in the presence of BF₃ afforded the ring cleavage product (3). Analogous reactions with silylene led to oxidative addition at the Si(ii) center.

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