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A general [3 + 2 + 1] annulation strategy for the preparation of pyridine N-oxides
I W Davies1, J F Marcoux, P J Reider
1Department of Process Research, Merck & Co., Inc., P.O. Box 2000, Rahway, New Jersey 07065, USA. ian_davies1@merck.com
Organic Letters
|June 30, 2001
Abstract:
[figure: see text] Stabilized ketone, aldehyde, and ester enolates react with vinamidinium hexafluorophosphate salts and hydroxylamine hydrochloride to give access to the corresponding pyridine N-oxides. The annulation reactions proceed in good to excellent yields with vinamidinium salts with a range of beta-substituents (R3 = halo, aryl, nitro, trifluoromethyl).