FeCl₃·6H₂O-catalyzed synthesis of β-ketothioesters from chain α-oxo ketene dithioactals

Abstract

A FeCl₃·6H₂O-catalyzed synthesis of β-ketothioesters from the hydrolysis reaction of chain α-oxoketene dithioacetals was carried out. Subsequently, we explored the FeCl₃·6H₂O-catalyzed Friedel-Crafts alkylation of the synthesized β-ketothioesters with alcohols in CH₃CN at 25 °C, affording the desired α-alkylated β-ketothioesters in excellent yields. Wide scope of the substrates, use of inexpensive reagents, high yields under mild reaction conditions are notable features of these reactions.

Keywords

Iron(III) chloride / Thioester / Ketene dithioacetal / Hydrolysis / Friedel-Crafts alkylation

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