European Journal of Organic Chemistry · 2015 · 24 citations · 35 references
Natural SciencesChemistryBiocatalysisCatalysisSynthetic Medicinal ChemistryCatalyst SynthesisCatalytic Reaction EngineeringCatalytic AcylationDealkylation ReactionsReactive Intermediate Trapping
Abstract As a result of our recent investigations into the N‐functionalization of sulfoximines, an iron‐catalyzed dealkylative acylation of N ‐alkylsulfoximines has been developed. This process involves a Polonovski‐type dealkylation of an N ‐alkylated sulfoximine to afford a reactive intermediate that is trapped in the presence of a suitable aldehyde or anhydride to afford N ‐acyl‐ and N ‐aroylsulfoximine derivatives in one pot. Subsequent cleavage of the acyl or aroyl group under acidic conditions generates a synthetically valuable N H‐sulfoximine.
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