AlkynesQ 0087 DOI: 10.1002/chin.201208070

Gold- and Iodine-Mediated Internal Oxygen Transfer of Nitrone- and Sulfoxide--Functionalized Alkynes. — Treatment of nitrones of type (I) and (IV) with iodine re-sults in selective formation of isoindolones. The Au-catalyzed reaction of substrates bearing a terminal alkyne unit provides cyclic iminoesters like (III), while nitrones with propyne moieties yield enones such as (VI). Treatment of sulfoxides of type (VIII) with iodine leads to 1,2-diketones like (VIII). — (CHEN, D.; SONG, G.; JIA, A.; LI*, X.; J. Org. Chem. 76 (2011) 20, 8488-8494, http://dx.doi.org/10.1021/jo201347r ; Dalian Inst. Chem. Phys., Chin. Acad. Sci., Dalian 116023, Peop. Rep. China; Eng.) — Jannicke

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