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Synthesis of Ketene Thioacetals and Their Monosulfoxide Derivatives and the Thermal Rearrangements of Diallylic Ketene Thioacetals

Description: Ketene dimethyl thioacetal monosulfoxide was prepared in 68% overall yield in two steps starting from methylmagnesium chloride. The yield of dithioacetic acid was improved significantly by employing tetrahydrofuran as solvent and using elevated temperatures. A one-pot synthesis of ketene thioacetals from alkyl halides was developed and several ketene thioacetals were prepared by this method. Direct oxidation of ketene thioacetals using m-chloroperoxybenzoic acid provided a general route to kete… more
Date: August 1982
Creator: Kaya, Riza
Partner: UNT Libraries
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