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The mechanism of the title reaction is found to consist of three steps by DFT calculations: (1) N2 dissociation, (2) intramolecular Ag-carbene addition, and (3) proton transfer. The N2 dissociation is turnover determining. The product 3-alkylideneoxindole is favored in tautomerization with 3-acetyl-2-hydroxyindole.
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Organic & Biomolecular Chemistry
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