

REACTION OF N-(3-OXOALKENYL)CHLOROACETAMIDES WITH SODIUM p-TOLUENESULFINATE – SYNTHESIS OF 3-TOSYLPYRIDIN-2(1Н)-ONES

Abstract
A series of N-(3-oxoalkenyl)chloroacetamides was prepared by acylation of β-enaminoketones with chloroacetyl chloride. A reaction of these compounds with sodium p-toluenesulfinate in dimethylformamide in the presence of potassium carbonate led to 3-tosylpyridin-2(1H)-ones. The limitations of this reaction were studied.
Authors: Dmitry S. Goncharov, Ivan V. Kulakov, Alexander S. Fisyuk*
Keywords
enaminoketones; N-(3-oxoalkenyl)chloroacetamides; 3-tosylpyridin-2(1H)-ones; intramolecular cyclization
Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv