Annulation of ketones with vinamidinium hexafluorophosphate salts: An efficient preparation of trisubstituted pyridines

被引:45
作者
Marcoux, JF [1 ]
Corley, EG [1 ]
Rossen, K [1 ]
Pye, P [1 ]
Wu, J [1 ]
Robbins, MA [1 ]
Davies, IW [1 ]
Larsen, RD [1 ]
Reider, PJ [1 ]
机构
[1] Merck & Co Inc, Dept Proc Res, Rahway, NJ 07065 USA
关键词
D O I
10.1021/ol006097b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] alpha-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-pyridynl)pyridine (1), as well as a series of analogues.
引用
收藏
页码:2339 / 2341
页数:3
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