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- W2467843562 abstract "An unprecedented metal-free dimethyl sulfoxide (DMSO) and N-iodosuccinimide mediated regioselective 5-exo-dig oxidative cyclization of an in situ generated enol equivalent of amides from ynamides bearing internal alkynes is demonstrated. The reaction allows easy access to functionalized pyrrolidone skeletons. Pyrrolidones having 3-o-biaryl motifs successfully undergo intramolecular electrophilic cyclization with the α,β-unsaturated olefin, furnishing spiro-pyrrolidone motifs. A one-pot sequential 5-exo-dig cyclization of the yne-tethered ynamides, followed by electrophilic cyclization of the pyrrolidone, is presented. The role of DMSO in the transformation is clarified, and a tentative reaction pathway is proposed." @default.
- W2467843562 created "2016-07-22" @default.
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- W2467843562 date "2016-06-22" @default.
- W2467843562 modified "2023-09-26" @default.
- W2467843562 title "Dimethyl Sulfoxide and <i>N</i>-Iodosuccinimide Promoted 5-<i>exo-dig</i> Oxidative Cyclization of Yne-Tethered Ynamide: Access to Pyrrolidones and Spiro-pyrrolidones" @default.
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- W2467843562 doi "https://doi.org/10.1021/acs.orglett.6b01149" @default.
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