Pd-Catalyzed C–S Activation/Isocyanide Insertion/Hydrogenation Enables a Selective Aerobic Oxidation/Cyclization
2016-08-07T14:29:29Z (GMT) by
Unique imidoylation of thioorganics with isocyanides endows an unprecedented aerobic oxidation process. Catalyzed by Pd(Ph3P)2Cl2 in the presence of Ph3SiH under N2 then upon exposure to air, a wide range of α-acyl ketene dithioacetals react with isocyanides to afford 5-hydroxy-α,β-unsaturated γ-lactams via a C–S bond activation, isocyanide migratory insertion, hydrogenation, selective aerobic oxidation, and intramolecular nucleophilic addition sequence.
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