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We also screened the effects of other solvents on this reaction. Under the same reaction condition, the reaction conducted in THF produced 2 in poor yield (25%), whereas the reaction failed to proceed in MeCN. Although 2 was obtained in 40% yield in DCE, the conversion was relative low compared with that in dioxane; even lower conversion (<5%) was observed in toluene.
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Toste and co-workers have studied the mechanism of Au(I)-catalyzed Conia-ene reaction and proved the pathway which involves the formation of enyne-Au complex, followed by the nucleophilic attack of the enol on the alkyne to give cyclic intermediate, and finally 2 after protonation. See ref 5.
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