We report a new set of methods for the halogenation of the ortho C-H bonds of N-benzyl picolinamides under palladium-catalyzed conditions. These reactions feature the use of a unique combination of K(Na)XO3 and K 2S2O8 reagents, which enables the installation of iodo, bromo, and chloro groups onto the ortho position of N-benzyl picolinamides in a unified fashion. A variety of benzylamine products bearing complex halogen substitution can be quickly prepared from much simpler precursors in good yield and selectivity.
All Science Journal Classification (ASJC) codes
- Drug Discovery
- Organic Chemistry