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Alkynyliodonium Salt Mediated Alkynylation of Azlactones: Fast Access to Cα‑Tetrasubstituted α‑Amino Acid Derivatives

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journal contribution
posted on 07.03.2014, 00:00 by Peter Finkbeiner, Nicole M. Weckenmann, Boris J. Nachtsheim
An efficient electrophilic alkynylation of azlactones (oxazol-5­(4H)-ones) is developed using alkynyl­(phenyl)­iodonium salts as the electrophilic alkyne source. After remarkably short reaction times, the desired alkyne functionalized azlactones are obtained in 60–97% yield and can be transformed easily into a variety of quaternary α-amino acid derivatives.