In the paper, we wish to report an efficient one-pot synthesis of α-alkylated β-ketothioesters
based on H2SO4-catalyzed tandem alkylation/hydrolysis reaction between acyclic α-oxo ketene dithioacetals
and alcohols. It was shown that the tandem reaction could efficiently occur in the presence of 5
mol% H2SO4 at room temperature in CH3CN, affording the desired α-alkylated β-ketothioesters in excellent
yields. The use of very small amounts of catalyst, good generality, low cost of the reagents, excellent
yield and mild reaction conditions outline the notable features of the reaction.
Keywords: Thioester, tandem reaction, sulfuric acid, ketene dithioacetal, alcohol, alkylation, hydrolysis.
Rights & PermissionsPrintExport