2-Pyridyl Boronates - A Practical Solution to a Longstanding Problem

07 May 2004

While 3- and 4-pyridyl boronic acids are commercially available, 2-pyridyl boronate species have proved to be a significant challenge to chemists wishing to do Suzuki chemistry to construct 2-substituted pyridines. Now, Paul Hodgson and coworkers* at Pfizer have published a scalable process for the formation of a stable 2-pyridylboronate (an N-phenyldiethanolamine adduct), and have described its successful application in Suzuki-style palladium catalysed couplings.

* P.B. Hodgson and F.H. Salingue, Tetrahedron Letters , 2004 , 45 (4), 685.