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

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posted on 09.06.2006, 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.

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