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Mairhofer, Christopher; Röser, Katharina; Aryafard, Meysam; Himmelsbach, Markus; Waser, Mario
European journal of organic chemistry, December 6, 2023, Letnik: 26, Številka: 46Journal Article
We herein report a protocol for the α‐thio‐ and α‐seleno‐cyanation of different cyclic β‐ketoesters and oxindoles by using NaSCN or KSeCN as easily accessible inorganic nucleophilic S(e)CN sources under oxidative conditions. Key to success for both transformations is the use of dibenzoylperoxide as an oxidant allowing for the coupling of two inherently nucleophilic species under operationally simple conditions in high yields and with broad functional group tolerance. An operationally simple protocol for the α‐thio/selenocyanation of β‐ketoesters and oxindoles by using NaSCN or KSeCN under oxidative Umpolung conditions has been successfully implemented.
