American Chemical Society
jo060523a_si_003.cif (14.96 kB)

Regioselective Synthesis of 3-(2-Hydroxyaryl)pyridines via Arynes and Pyridine N-Oxides

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posted on 2006-06-09, 00:00 authored by Cristiano Raminelli, Zhijian Liu, Richard C. Larock
A variety of substituted 3-(2-hydroxyphenyl)pyridines have been prepared regioselectively by a transition-metal-free, mild, one-step route, which involves the reaction of pyridine N-oxides with silylaryl triflates in the presence of CsF in acetonitrile at room temperature. These reactions proceed in good yields through what appears to be a series of rearrangements.