Abstract

Isatin-methyl vinyl ketone aldol adducts underwent efficient Morita–Baylis–Hillman (MBH) and Rauhut–Currier (RC) reactions under mild conditions to bring about a functionalization of the olefinic α-carbon, and thereby α,α’-difunctionalization of methyl vinyl ketone in the process. The MBH adducts were characterized by the presence of a 2-methylene-1,3,5-trioxygenated system, whereas the RC dimerization of the substrate furnished compounds that bore two oxindole moieties, each adorned with a tetrasubstituted carbon and a hydroxyl group.

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