110960-75-3Relevant articles and documents
Benzylic Fluorination of Aza-Heterocycles Induced by Single-Electron Transfer to Selectfluor
Danahy, Kelley E.,Cooper, Julian C.,Van Humbeck, Jeffrey F.
, p. 5134 - 5138 (2018)
A selective and mild method for the benzylic fluorination of aromatic azaheterocycles with Selectfluor is described. These reactions take place by a previously unreported mechanism, in which electron transfer from the heterocyclic substrate to the electrophilic fluorinating agent Selectfluor eventually yields a benzylic radical, thus leading to the desired C?F bond formation. This mechanism enables high intra- and intermolecular selectivity for aza-heterocycles over other benzylic components with similar C?H bond-dissociation energies.