Annulation of Ketones with Vinamidinium Hexafluorophosphate Salts: An Efficient Preparation of Trisubstituted Pyridines
2000; American Chemical Society; Volume: 2; Issue: 15 Linguagem: Inglês
10.1021/ol006097b
ISSN1523-7060
AutoresJean-François Marcoux, Edward G. Corley, Kai Rossen, Phil Pye, Jimmy Wu, Michael A. Robbins, Ian W. Davies, Robert D. Larsen, Paul J. Reider,
Tópico(s)Catalytic C–H Functionalization Methods
Resumoalpha-Aryl ketones react with vinamidinium hexafluorophosphate salts to give access to the corresponding 3-arylpyridines. The annulation reactions proceed in good to excellent yields with vinamidinium salts containing electron-withdrawing groups at the beta-position (R(2)). The reaction was applied to the preparation of the COX-2 specific inhibitor 5-chloro-3-(4-methylsulfonyl)phenyl-2-(2-methyl-5-pyridinyl)pyridine (1), as well as a series of analogues.
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