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The detailed mechanism of palladium-catalyzed γ-C(sp )–H olefination/cyclization of triflyl-protected amines was investigated by density functional theory (DFT) calculations. The olefinated intermediate was initially formed in the first catalytic cycle involving ligand exchange, bicarbonate-assisted C(sp )–Hbond cleavage, alkene insertion and ‘reductive β-hydride elimination’. The following syn-addition and reductive elimination furnish the aza-Wacker product.
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