Tetrahedron letters

A practical procedure for the selective N-alkylation of 4-alkoxy-2-pyridones and its use in a sulfone-mediated synthesis of N-methyl-4-methoxy-2-pyridone

…, E Bossharth, N Monteiro, P Desbordes, G Balme

Index: Bossharth, Emmanuel; Desbordes, Philippe; Monteiro, Nuno; Balme, Genevieve Organic Letters, 2003 , vol. 5, # 14 p. 2441 - 2444

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Citation Number: 30

Abstract

It has been found that selective N-alkylation of 4-alkoxy-2-pyridones can be achieved under anhydrous, mild conditions with tetrabutylammonium iodide and potassium tert-butoxide being employed as the catalyst and the base, respectively. The procedure was applied to the preparation of 4-methoxy-1-methyl-2-pyridone, a valuable building block for heterocycle synthesis.