Experimental results and computational insights explain the key role of transition-metal catalysis/Bronsted acid synergism in the achievement of the sequential regioselective direct heteroarylation/ cyclocondensation reactions of beta-(2-aminophenyl)-alpha,beta-ynones with a variety of electron-rich aromatic heterocyclic/arenes to afford quinoline-(hetero)aromatic hybrids. The first approach to the synthesis of 4-(1H-pyrrol-2-yl)quinolines is described. The effectiveness of various transition metals is compared.
Marsicano, V., Arcadi, A., Aschi, M., Chiarini, M., Fabrizi, G., Goggiamani, A., Marinelli, F., Iazzetti, A., Direct Regioselective Hydro(hetero)arylation/Cyclocondensation Reactions of β-(2-Aminophenyl)-α,β-ynones by Means of Transition-Metal Catalysis/Brønsted Acid Synergism: Experimental Results and Computational Insights, <<JOURNAL OF ORGANIC CHEMISTRY>>, 2023; 88 (11): 6857-6867. [doi:10.1021/acs.joc.3c00137] [https://hdl.handle.net/10807/270315]
Direct Regioselective Hydro(hetero)arylation/Cyclocondensation Reactions of β-(2-Aminophenyl)-α,β-ynones by Means of Transition-Metal Catalysis/Brønsted Acid Synergism: Experimental Results and Computational Insights
Goggiamani, Antonella;Iazzetti, Antonia
2023
Abstract
Experimental results and computational insights explain the key role of transition-metal catalysis/Bronsted acid synergism in the achievement of the sequential regioselective direct heteroarylation/ cyclocondensation reactions of beta-(2-aminophenyl)-alpha,beta-ynones with a variety of electron-rich aromatic heterocyclic/arenes to afford quinoline-(hetero)aromatic hybrids. The first approach to the synthesis of 4-(1H-pyrrol-2-yl)quinolines is described. The effectiveness of various transition metals is compared.
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