Using a specially designed magnesium metallating manifold, combining kinetically activated TMP amide base with a sterically amplified β-diketiminate ligand, this study has established a new regioselective strategy for magnesiation of challenging N-heterocyclic molecules. The broad scope of the approach is illustrated through reactions of pyrazine, triazoles and substituted pyridines through isolation and structural elucidation of their magnesiated intermediates.
- magnesium metallating manifold
- regioselective strategy
- N-heterocyclic molecules
- chrage density
- deprotonative metalation
Davin, L., McLellan, R., Hernán-Gómez, A., Clegg, B., Kennedy, A. R., Stepek, I., ... Hevia, E. (2017). Regioselective magnesiation of N-heterocyclic molecules: securing insecure cyclic anions by a β-diketiminate-magnesium clamp. Chemical Communications. https://doi.org/10.1039/C6CC09675A